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VPN
Deploying Cisco ASA
VPN Solutions
Volume 1
Version 1.0
Student Guide
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cisco.
Students, this letter describes important
course evaluation access information!
Welcome to Cisco Systems Learning. Through the Cisco Leaming Partner Program,
Cisco Systems is committed to bringing you the highest-quality training in the industry.
Cisco learning producis are designed to advance your professional goals and give you
the expertise you need to build and maintain strategic networks.
Cisco relies on customer feedback to guide business decisions; therefore, your valuable
input will help shape future Cisco course curricula, products, and training offerings.
We would appreciate a few minutes of your time to complete a brief Cisco online
course evaluation of your instructor and the course materials in this student kit. On the
final day of class, your instructor will provide you with a URL directing you toa short
post-course evaluation. If there is no Internet access in the classroom, please complete
the evaluation within the next 48 hours or as soon as you can access the web.
On behalf of Cisco, thank you for choosing Cisco Learning Partners for your
Intemet technology training.
Sincerely,
Cisco Systems LearningTable of Contents
Volume 1
Course Introduction 1
Overview 1
Leamer Skills and Knowledge 1
Course Goal and Objectives 2
Course Flow 3
Additonal References 4
Cisco Glossary of Terms 4
Your Training Curriculum 5
Evaluation of the Cisco ASA Adaptive Security Appliance VPN Subsystem 4-4
Overview cc
Module Objectives 4
Evaluating the Cisco ASA Adaptive Security Appliance Software Architecture 4-3
Overview 13
Objectives 13
Cisco ASA Adaptive Security Appliance Access Control Model Refresher 14
Ciscc ASA Adaptive Security Appliance Packet Routing Refresher 412
Cisco ASA Adaptive Security Appliance NAT Refresher 118
Cisco ASA Adaptive Security Appliance AAA Refresher 119
Summary 322
References 4-22
Evaluating the Cisco ASA Adaptive Security Appliance VPN
Subsystem Architecture 4:23
Overview 4-23
Objectives +23
PKI Technology 424
‘The Public Key of the CA 4-32
Certificate Revocation Lists 4-34
Online Certificate Status Protocol 4-35
AAABased Certficate Authorization 4-35
Public Key Exchange Scalability 1-38
What Does a PKI Enable? 1.37
Comparison of Cisco ASA Adaptive Security Appliance VPN Technologies 4-38
IPsec Security Associations 4-42
IKE Phases 4-43
IKE Main and Agaressive Mode 1-43
SSLITLS Session Establishment and Key Management 1-48
Cisco Secure Desktop 1-84
IPsec and NAT 459
VPN Termination on Cisco ASA Adeptive Security Appliance Network Interfaces 181
Packat Flow in Cisco ASA Adaptive Security Appliance VPN Functions 1-84
Cisco ASA Adaptive Security Appliance VPN Accass Control Model +74
Cisco ASA Adaptive Security Appliance VPN Licensing 1-80
Summary 44102
References 4-102Applying Common Cisco ASA Adaptive Security Appliance Remote Access VPN
Configuration Concepts 4-103
Overview 1-103
Objectives 4-103
Cisco ASA Adaptive Security Appliance VPN Policy Configuration 4-104
Connection Profiles 4-107
Group Policies 4-123
Extemal Policy Storage 4-132
RADIUS Attribute Reference 4-132
Summary 4-139
References 4-139
Module Summary 4-141
Deployment of Cisco ASA Adaptive Security Appliance IPsec VPN Solutions
Overview 2
Module Objectives 24
Deploying Basic Site-to-Site IPsec VPNs 2:3
Overview 28
Objectives 2-3
Configuration Choices, Besic Procedures, and Required input Parameters, 2-4
Configuring Basic Peer Authentication 2.9
Configuring Transmission Protection 221
Troubleshooting a Cisco ASA Adaptive Security Appliance Site-to-Site VPN 231
Summary 2-36
Deploying Certificate Authentication in Site-to-Site IPsec VPNs 2-37
Overview 237
Objectives 2.37
Configuration Choices, Basic Procedures, and Required input Parameters 2-38
Deploying Certificate-Based Authentication 242
Configuring PKI-Based Peer Authentication 2-53
Summary 2-70
Deploying the Cisco VPN Client 2-71
Overview 271
Objectives 271
Evaluating Cisco VPN Client Features 272
Installing Cisco VPN Client Software 277
Configuring Cisco VPN Cient Profiles 281
‘Adjusting the Peer Response Timeout Value 2-86
Configuring Advanced Profile Settings 2-89
Summary 2-96
Deploving Basic Cisco Easy VPN Solutions 2-97
Overview 2-97
Objectives 297
Configuration Choices, Basic Procedures, and Required input Parameters 2-98
Configuring Basic Cisco ASA Adaptive Security Appliance Cisco Easy VPN Server Features 2-101
Cisco VPN Client and IKE Policies 2-104
Crypto Maps 2-106
Configuring Group PSK Authentication 2110
Configuring Extended User Authentication 2-116
Configuring Client Network Settings 2-123
Configuring Basic Access Control and Split Tunneling 2133
Configuring the Cisco VPN Client 24147
Troubleshooting Basic Cisco Easy VPN Operation 2-183
Summary 2-160
(SA VPN Soluions (VPN) v1.0 (©2010 Cece Systems, IreDeploying Advanced Authentication in Cisco Easy VPN Solutions 2-164
Overview 2-161
Objectives 2167
Configuration Choices, Basic Procedures, and Required Input Paremeters 2462
Deploying Cisco VPN Client Cerificate Authentication 2164
Configuring Hybrid Authentication 2.472
Deploying Advanced PKI Integration 24177
Troubleshooting PKI Integration 2190
Summary 2.193
Deploying the Cisco ASA 5505 Adaptive Security Appliance as
isco Easy VPN Remote 2-195
Overview 2198
Objectives 2195
Choosing Cisco Easy VPN Remole Modes 2198
Deploying a Basic Cisco Easy VPN Remote Profile 2.201
Configuring Advanced Cisco Easy VPN Remote Features 2-208
Cisco Easy VPN Remote Side 2217
Cisco Easy VPN Server Side 2217
Troubleshooting the Ciseo Easy VPN Remote 2.221
Summary 2-228
Module Summary 2.227
22010 Ciea Syetams, In, Depiaying Cisco ASA VPN Solutins (VPN} v1.0 i9 ASA VPN Solutions (VPN) v3.0
(©2010 Cece Systems, IreVPN
Course Introduction
Overview
‘The Deploying Cisco ASA VPN Solutions (VPN) 1.0 course is a five-day instructor-led course
that is aimed at providing network security engineers with the knowledge and skills that are
needed to deploy virtual private network (VPN) solutions based on Cisco ASA adaptive
security appliances.
Learner Skills and Knowledge
This subtopic lists the skills and knowledge that learners must possess to benefit fully from the
course. The subtopic also includes recommended Cisco learning offerings that learners should
first complete to benefit fully from this course
Learner Skills and Knowledge
Cisco CONA certification:
— Interconnecting Cisco Network Devices, Part 1 (JCND1)
— Intereonnecting Cisco Network Devices, Part 2 (ICND2)
Cisco CCNA Security certification:
~ Implementing Cisco 10S Network Security (VINS)
Farmiliarty with networking and security terms and concepts:
~ Securing Networks with Cisco Routers and Switches
(SECURE)
+ Working knowledge of the Microsoft Windows operating
systemCourse Goal and Objectives
Thistopic describes the course goal and objectives
Course Goal
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Upon completing this course, you will be able to meet these objectives:
m= Evaluate the Cisco ASA adaptive security appliance VPN subsystem
= Deploy Cisco ASA adaptive security appliance IPsec VPN solutions
= Deploy:
solutions
= Deploy
= Deploy advanced Cisco ASA adaptive security appliance VPN solutions
isco ASA adaptive security appliance Cisco AnyComect remote-access VPN
isco ASA adaptive security appliance clientless remote-access VPN solutions
2 Deploying Csco ASA VPN Solutions (VPN) v1.0 (©2010 Cece Systems, IreCourse Flow
‘This topic presents the suggested flow of the course materials,
ee |
Course Flow
re
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‘The schedule reflects the recommended structure for this course. This structure allows enough.
time for the instructor to present the course information and for you to work through the lab
activities, The exact timing of the subject materials and labs depends on the pace of your
specific class,
(©2010 Cisco Systems, Ie, ‘Course IntroaustionAdditional References
‘This topic presents the
information on where to
co icons and symbols that are used in this course, as well as
additional technical references.
Cisco Icons and Symbols
&
Cisco Glossary of Terms
For additional information on Cisco terminology, refer to the Cisco Internetworking Terms and
Acronyms glossary of terms at
http: /[Link]/wiki/Category:Internetworking_Terms_and_Acronyms_%281TA%29
@__Daploying Caco ASA VPN Solutons (VPN) v3.0 (©2010 Cece Systems, IreYour Training Curriculum
‘This topic presents the training curriculum for this course,
CCNP Security Certification Path
Expand Your Professional Options and Advance Your
Career
A. eae eee
Shires (SECURE)
epoyng Cia ASA Frenal Feeies
men rein
Bepying Cis ABA VN Suton VPN)
Implementing Cc ireusen Prevention
sysen (PS)
wanescocompacetcatons
You are encouraged to join the Cisco Certfi
anyone holdinga valid Cisco Career Cert
CCNP*, CCDP*, CCIP*, CCVP*, or CCSP%). It pro
1n Community, a discussion forum open to
tion (such as Cisco CCIE", CCNA®, CCDA®,
s a gathering place for Cisco cer
professionals to share questions, suggestions, and information about Cisco Career Certification
programs and other certification-related topics. For more information, visit
hup:/[Link] go/certifications,
(©2010 Cisco Systems, Ie, ‘Course Introaustioné
9 ASA VPN Solutions (VPN) v3.0
(©2010 Cece Systems, IreModule 1 |
Evaluation of the Cisco ASA
Adaptive Security Appliance
VPN Subsystem
Overview
‘The Cisco ASA adaptive security appliance supports a wide range of network integration and
access contro! options. The Cisco ASA adaptive security appliance also supports different types
of virtual private network (VPN) features, which can be used to provide secure remote access
co enter
ise nesworks, This module provides a refresher of network integration and access
control features, and provides en overview of VPN technologies that are supported by the Cisco
ASA adaptive security app!
ce. The module also describes sealable and flexible configuration
mechanisms that are available on the Cisco ASA adaptive security appliance to configure VPNs
for larger numbers of users
Module Objectives
Upon completing this module, you will be able to assess the general properties of the Ciseo
ASA adaptive security appliance VPN subsystem, This abi
objectives:
ty includes being able to meet these
= Describe the operations of Cisco ASA adaptive security appliance networking functions
that are needed in VPN deployments
= Describe the Ciseo ASA adaptive seeurity appliance VPN subsystem architecture
= Apply configuration functions common to all Cisco ASA adaptive security appliance
remote aceess architectures9 ASA VPN Solutions (VPN) v3.0
(©2010 Cece Systems, IreLesson 1 |
Evaluating the Cisco ASA
Adaptive Security Appliance
Software Architecture
Overview
‘The Cisco ASA adaptive security appliance provides a rich set of network integration, access
control, and virtual private network (VPN) features that work in concert to provide multifunction
security funetions to an organization. As this course focuses on the VPN aspects of the Cisco
ASA adaptive security appliance software and hardware, this lesson provides a refresher of
baseline access control and network integration features that are required when implementing
VPN functionality
Objectives
Upon completing this lesson, you will be able to describe the operations of Cisco ASA adaptive
security appliance networking functions that are needed in VPN deployments. This ability
includes being able to meet these objectives:
© Explain the Cisco ASA adaptive security eppliance access control model, including
security levels, NAT control, ACLs, object groups, and policies based on Cisco MPF
Describe static and dynamie routing on the Cisco ASA adaptive security appliance
Describe Cisco ASA adaptive security appliance NAT functionality
= Describe Cisco ASA adaptive security appliance AAA functionalityCisco ASA Adaptive Security Appliance Access
Control Model Refresher
This topic reviews the principles of the Cisco ASA adaptive security appliance access control
model.
Cisco ASA Adaptive Security Appliance
Access Control
+ Cisco ASA adaptive security appliance uses a stateful packet
filtering engine that supports AIC.
+ Network traffic crossing the firewall is controlled through:
~ Interface security levels
= IP routing
~ Interface ACLS
~ Service policies (configured through Cisco MPF)
= Optionally, NAT
~ Securty service modules
+ Network traffic to the security appliance control plane is,
subject to separate setof rules.
The Cisto ASA adaptive security appliance is a multifunction security appliance that primarily
uses stateful packet filtering engine that also supports Application Inspection and Control
(AIC), The stateful packet filtering functionality allows the Cisco ASA adaptive security
appliance to intelligently filter network traffic on Open Systems Interconnection (OSI) Layers 3
and 4 (that is, it controls which network endpoints can communicate using which applications)
The AIC functionality allows the Cisco ASA adaptive security appliance to analyze application
layer protocols, verily their adherence to standards, and enforce access control based on
application layer protocol messages and their content,
In terms of configuration, the Cisco ASA adaptive security appliance filters network traffic that
is forwarded across the appliance using the following concepts
= Interface security levels, which define the default access policy and optional interface
isolation,
= IP routing configuration, where only networks that are listed in the IP routing table are
potentially accessible,
‘= Interface access contro! lists (ACLs), which define the permitted flows that are then tracked
by the stateful filtering engine of the appliance.
= Service policies, configured through the Cisco Modular Policy Framework (MPF)
interface, which define advanced traffic inspection features, including application layer
filtering policies
Optionally, the Network Address Translat
secess control, if enabled. NAT control is
n (NAT) functions, which can act as a layer of
sabled by default.
14 Deploying 0880 ASA VPN Solutions (VPN) v1.0 (©2010 Cece Systems, Ireces module, which you can optionally add to the security appliance to extend
with advanced intrusion prevention and content inspection features,
Note that these features only inspect network traffic across the appliance. All management
traffic that terminates on the Ciseo ASA adaptive security appliance control plane is subject to
different set of controls that can limit access to the appliance itself to the minimum.
a
Cisco ASA Adaptive Security Appliance
Access Control (Cont.)
‘The interface security level defines the trustworthiness of the
security domain connected to an appliance interface:
+ Cannactivty pamited from higher o ower sacunty lava by daault when ro
larace ACLsare confgured,
+ Alothar connectivity is denied by default,
‘outside
Networ
eves ey Date
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Gattaes
erase Secs Levels
The access control mode! of the Cisco ASA adaptive security appliance is fundamentally based
on security levels that are applied to security appliance interfaces. The higher the security level,
the more trustworthy are the networks (the security domain) that are reachable over that
network interface. The security level is a numerical tag that ranges from 0 (east trusted) to 100,
(most trusted).
Ir you do not apply an ACL toa network interface, all outbound sessions (that is, sessions to all
networks on lower-security-level interfaces) from the higher-security-level interface are
pemnitted. Atthe same time, all inbound sessions (that is, sessions to all networks on hil
security-level interfaces) from the lower-security-level interfaces are denied. ACLs will
override this default access policy once they aré applied to the interfaces, and the interfaces will
only permit what is specifically authorized by the ACL.
her
(©2010 Cisco Systems, Ie, Evaluation of the Gace ASA Adaptive Secunty Appiance VPN Subeyetem 1-5Cisco ASA Adaptive Security Appliance
Access Control (Cont.)
+ Traffic between interface with the same security level is
denied by default, but can be enabled.
* Useful to additionally isolate interfaces,
= Allow with the same-security-traffic permit inter-interface
command,
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By default, hosts thet are reachable over different security appliance network interfaces that are
tagged with the same security level cannot communicate with one another, This feature can be
used to isolate several security domains from one another, if they should not be enabled to
exchange traffic. While you can accomplish this action by using ACLS, the security level
mechanism provides you with an independent isolation method that works even if ACLs are
accidentally misconfigured (that is, if they are a defense-in-depth feature).
‘There are situations, however, where multiple interfaces
exchange traffic.
the same security level need to
One example is an enterprise that has multiple network zones with the same level of trust. If
you assign two interfaces to the same level, you ean allow them to communicate (subject to
ACLs) by using the same-security-traffie permit inter-interfaee command. Also, if you
enable NAT control, you do not need to configure NAT between same-security-level interfaces.
Another example isa security appliance that is configured with more than 101 network
interfaces, where at least 2 interfaces will have the same security level.
32 Deploying Case ASA VPN Soluions (VPN) v1.0, (©2010 Cece Systems, IreCisco ASA Adaptive Security Appliance
Access Control (Cont.)
* Traffic returning via the source interface is denied by default,
but can be globally enabled.
* Enabled with the same-security-traffic permit intra-
interface commanc.
* Thisis needed in special scenarios. such as VPNs (spoke-to-
spoke communication via a Cisco ASA adaptive security
=ppliance hub) and private VLANs.
Denied by Dafauit
[Link] Consactty
By default, the Cisco ASA adaptive security appliance will not forward packets arriving at a
specific interface back via the same interface, even if the IP routing table dictates such
forwarding. You can disable this behavior by using the same-security-traffie permit intra-
interface command. This is most commonly dene to allow a spoke VPN client to communicate
with another spoke VPN client while both VPN connections of the spoke are terminated on the
same interface on the hub Cisco ASA adaptive security appliance. By allowing such trafic in and
ut of the same interface, or “hairpinning,” this configuration supports a hub-and-spoke VPN,
with the VPNs as spokes connesting through a security appliance that is acting as a VPN hub.
‘This configuration is also used to redirect incoming VPN traffic out through the same interface as
unencrypted traffic. This routing is needed when the VPN client that does not have split tunneling
enabled but wants to access an internet website while connected to the VPN. Lf internal private
address space is being used and unenerypted treffic is allowed back out the same interface where
itarrived, NAT must map the internal private address to a public routable address,
Apart from VPN scenarios, this feature is used in some speciel eases, in which the traffic
between two hosts is forced to flow via the security appliance for inspection, such as with
private VLANs(PVLANS).
(©2010 Cisco Systems, Ie, Evaluation of the Case ASA Adaptive Securty Appliance VPN Subeyetam 1-7Cisco ASA Adaptive Security Appliance
Access Control (Cont.)
Interface ACLs control transit traffic over the Cisco ASA adaptive
‘security appliance on OSI Layers [Link] 4:
+ inerface AGLscan be assignet inboth the mcomng and outgoing dtactions
onan interac
+ ANAGL mustdeserbe only theinilal packet ofan application
+ Allsubsaquant traffic ie automatically permitted by the connection tia,
Inia Network
ACLIor
Inbound Access
ACLs, once appliedto interfaces, override the default behavior that permits outbound and
denies inbound traffic. When you create an ACL, the security appliance automatically applies
an implicit rule at the end of the ACL. This implicit rule denies all traffic that is not explicitly
permitted. ACLs can be applied in the inbound or outbound direction on an interfece.
ACLS are made up of one or more access contro! entries (ACEs). An ACE isa single entry in an
ACL that specifies a permit or deny rule and is applied to a protocol, a source and destination IP
address or network, and, optionally, the source and destination ports After an ACL is configured,
it must be activated end applied to an interface with an aecess-group command.
The Ciseo ASA adaptive security appliance checks only the first packet of a TCP or User
Datagram Protocol (UDP) flow against its ACL configuration. Once the packet is permitted, the
flow description is entered into the connection table, which ean be viewed with the show conn
command. All subsequent packets of that flow are permitted through the appliance based on the
connection entry
Note With each new connection, you gee only one hit counton the corresponding ACE.
3B Deploying Caso ASA VPN Soluions (VPN) v1.0. (©2010 Cece Systems, IreCisco ASA Adaptive Security Appliance
Access Control (Cont.)
* Allows flexible configuration of advanced firewall features,
* Achieves modularity by class mapsand policy maps:
~ Class maps define traffic flows:
+ Layers 3 and 4, Layers 5-7
— Policy maps apply actions to the traffic flows:
* Layers 3 and 4, Layers 5-7
* Service policies apply policy maps to intertaces or globally,
Ingide Natwark
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‘isco MPF is aconfiguration language that provides the granularity and flexibility to configure
advanced traffic management features. This framework enables the administrator to define
traffic classes at the desired granularity and apply actions (policies) to them. For examples, the
rator can identity and prioritize yoicetraffic, perform intrusion prevention sy
flows of tralfic, and use the default global inspection poi
periorm deep packet inspection on traffic traversing the security appliance.
Ci
-0 MPF consists of three main components:
© Class maps: These components are used to identify a traffic flow. A traffic Now is a set of
traffie that is identifiable by its packet content and can be defined either on Layers 3 and 4
(Layer 3 and class map) and, optionally, on Layers 5 through 7 (Layer $7 class map),
For example, voice traffic irom the headquarters to the branch office ean be defined as one
traffic flow (traffic class). Class maps are assigned to policy maps,
© Policy maps: These components are used to associate one or more actions with a class of
traffic. For example, all voice traffic coming from headquarters to the branch office can be
associated with low latency queuing. To associate an action with a specific class of traffic,
create a policy map, assign a class map tothe policy map, and associate an action with the
class of traffic. Policy maps are applied to and activated by service policies
© Service poliey: These components are used to activate the policies. A service policy is
not actually & policy at all; instead, it activates a policy map on a targeted interface, or
globally on all interfaces. For example, a voice priority queuing policy can be applied to
the outside interface.
(©2010 Cisco Systems, Ie, Evaluation of the Gace ASA Adaptive Secunty Appiance VPN Sueystem 12Cisco ASA Adaptive Security Appliance
Access Control (Cont.)
MPF Supported Features
These actions can be applied to a traffic flow:
+ TCP normalization
* TCP and UDP connection limits and timeouts
= TCP sequence number randomization
* Stateful inspection and Layers 5-7 application inspection
+ Forward 'o Cisco Content Security and Control (CSC)
Secutily Services Module (SSM)
+ Forward 'o Cisco Advanced Inspection and Prevention (AIP)
SSM
* QoS traffic policing and shaping
+ Q0S prioity queuing
+ NetFlow export
A Layer 3 and 4 policy identifies a waffie Now via a previously defined class map and then
associates an action with each traffic flow. A policy map can contain multiple policies. The
security appliance supports one policy map per interface and one default global policy that is
applied to all interfaces. The Layer 3 and 4 policy action options are as follows:
= Perform TCP normalization. This feature consists of advanced TCP connection settings that
are designed to drop packets thet do not appear normal
‘= Apply configured connection constraints to TCP and User Datagram Protocol (UDP) traffic.
= Randomize TCP initial sequence number (ISN) and the resulting sequence numbers for
protected servers.
= Perform a specified protocol inspection.
= Forward the traffic flow to the respect
cr content security
ve security services module for intrusion prevention
= Police and shape the bandwidth that is used by the specified flow.
= Direct the flow to the low lateney queue by creating a quality-of-service (QoS) priority
poliey.
= Export NetFlow accounting reeords for specific flows.
TA0__ Deploying Case ASA VPN Soluions (VPN) v1.0, (©2010 Cece Systems, Ire