Need help! ASA 5505 not PPTP passthrough to the Server internal

Hello:

Recently, I add a new Cisco ASA 5505 like Firewall of the company network. I found that the PPTP authentication has not obtained through internal Microsoft Server. Any help and answer are appriciated.

Please see my setup as below. Thank you!

ASA Version 8.4 (3)
!
names of
!
interface Ethernet0/0
switchport access vlan 2
!
interface Ethernet0/1
switchport access vlan 2
!
interface Ethernet0/2
!
interface Ethernet0/3
!
interface Ethernet0/4
!
interface Ethernet0/5
!
interface Ethernet0/6
!
interface Ethernet0/7
!
interface Vlan1
nameif inside
security-level 100
IP 172.29.8.254 255.255.255.0
!
interface Vlan2
nameif outside
security-level 0
IP 177.164.222.140 255.255.255.248
!
passive FTP mode
clock timezone GMT 0
DNS server-group DefaultDNS
domain ABCtech.com
permit same-security-traffic inter-interface
network obj_any object
172.29.8.0 subnet 255.255.255.0
service object RDP
source eq 3389 tcp service
Orange network object
Home 172.29.8.151
network of the WAN_173_164_222_138 object
Home 177.164.222.138
SMTP service object
tcp source eq smtp service
service object PPTP
tcp source eq pptp service
service of the JT_WWW object
tcp source eq www service
service of the JT_HTTPS object
tcp source eq https service
network obj_lex object
172.29.88.0 subnet 255.255.255.0
network of offices of Lexington Description
network obj_HQ object
172.29.8.0 subnet 255.255.255.0
guava network object
Home 172.29.8.3
service object L2TP
Service udp source 1701 eq
Standard access list VPN_Tunnel_User allow 172.29.8.0 255.255.255.0
Standard access list VPN_Tunnel_User allow 172.29.88.0 255.255.255.0
inside_access_in list extended access permit icmp any one
inside_access_in tcp extended access list deny any any eq 135
inside_access_in tcp extended access list refuse any eq 135 everything
inside_access_in list extended access deny udp any what eq 135 everything
inside_access_in list extended access deny udp any any eq 135
inside_access_in tcp extended access list deny any any eq 1591
inside_access_in tcp extended access list refuse any eq 1591 everything
inside_access_in list extended access deny udp any eq which 1591 everything
inside_access_in list extended access deny udp any any eq 1591
inside_access_in tcp extended access list deny any any eq 1214
inside_access_in tcp extended access list refuse any eq 1214 all
inside_access_in list extended access deny udp any any eq 1214
inside_access_in list extended access deny udp any what eq 1214 all
inside_access_in of access allowed any ip an extended list
inside_access_in list extended access permit tcp any any eq www
inside_access_in list extended access permit tcp any eq www everything
outside_access_in list extended access permit icmp any one
outside_access_in list extended access permit tcp any host 177.164.222.138 eq 3389
outside_access_in list extended access permit tcp any host 177.164.222.138 eq smtp
outside_access_in list extended access permit tcp any host 177.164.222.138 eq pptp
outside_access_in list extended access permit tcp any host 177.164.222.138 eq www
outside_access_in list extended access permit tcp any host 177.164.222.138 eq https
outside_access_in list extended access allowed grateful if any host 177.164.222.138
outside_access_in list extended access permit udp any host 177.164.222.138 eq 1701
outside_access_in of access allowed any ip an extended list
inside_access_out list extended access permit icmp any one
inside_access_out of access allowed any ip an extended list
access extensive list ip 172.29.8.0 outside_cryptomap allow 255.255.255.0 172.29.88.0 255.255.255.0
inside_in list extended access permit icmp any one
inside_in of access allowed any ip an extended list
inside_in list extended access udp allowed any any eq isakmp
inside_in list extended access udp allowed any isakmp eq everything
inside_in list extended access udp allowed a whole
inside_in list extended access permitted tcp a whole
pager lines 24
Enable logging
asdm of logging of information
Within 1500 MTU
Outside 1500 MTU
local pool ABC_HQVPN_DHCP 172.29.8.210 - 172.29.8.230 255.255.255.0 IP mask
ICMP unreachable rate-limit 1 burst-size 1
enable ASDM history
ARP timeout 14400
NAT static orange interface (inside, outside) source RDP RDP service
NAT (inside, outside) source obj_HQ destination obj_HQ static static obj_lex obj_
Lex-route search
NAT guava Shared source (internal, external) WAN_173_164_222_138 service JT_WWW JT_WWW
NAT guava Shared source (internal, external) WAN_173_164_222_138 service JT_HTTPS JT_HTTPS
NAT guava Shared source (internal, external) WAN_173_164_222_138 service RDP RDP
NAT guava Shared source (internal, external) WAN_173_164_222_138 SMTP SMTP service
NAT guava Shared source (internal, external) WAN_173_164_222_138 PPTP PPTP service
NAT guava Shared source (internal, external) WAN_173_164_222_138 service L2TP L2TP
!
network obj_any object
NAT dynamic interface (indoor, outdoor)
inside_in access to the interface inside group
Access-group outside_access_in in interface outside
Route outside 0.0.0.0 0.0.0.0 177.164.222.142 1
Route inside 172.29.168.0 255.255.255.0 172.29.8.253 1
Timeout xlate 03:00
Pat-xlate timeout 0:00:30
Timeout conn 01:00 half-closed 0:10:00 udp 0:02:00 icmp 0:00:02
Sunrpc timeout 0:10:00 h323 0:05:00 h225 mgcp from 01:00 0:05:00 mgcp-pat 0:05:00
Sip timeout 0:30:00 sip_media 0:02:00 prompt Protocol sip-0: 03:00 sip - disconnect 0:02:00
Timeout sip-provisional-media 0:02:00 uauth 0:05:00 absolute
timeout tcp-proxy-reassembly 0:01:00
Floating conn timeout 0:00:00
dynamic-access-policy-registration DfltAccessPolicy
AAA-server protocol nt guava
AAA-server host 172.29.8.3 guava (inside)
Timeout 15
guava auth - NT domain controller
identity of the user by default-domain LOCAL
Enable http server
http 172.29.8.0 255.255.255.0 inside
No snmp server location
No snmp Server contact
Server enable SNMP traps snmp authentication linkup, linkdown warmstart of cold start
Crypto ipsec transform-set ikev1 ESP-AES-128-SHA aes - esp esp-sha-hmac
Crypto ipsec transform-set ikev1 ESP-AES-128-MD5-esp - aes esp-md5-hmac
Crypto ipsec transform-set ikev1 ESP-AES-192-SHA esp-aes-192 esp-sha-hmac
Crypto ipsec transform-set ikev1 ESP-AES-192-MD5 esp-aes-192 esp-md5-hmac
Crypto ipsec transform-set ikev1 ESP-AES-256-SHA esp-aes-256 esp-sha-hmac
Crypto ipsec transform-set ikev1 ESP-AES-256-MD5 esp-aes-256 esp-md5-hmac
Crypto ipsec transform-set ikev1 SHA-ESP-3DES esp-3des esp-sha-hmac
Crypto ipsec transform-set ikev1 ESP-3DES-MD5-esp-3des esp-md5-hmac
Crypto ipsec transform-set ikev1 ESP-DES-SHA esp - esp-sha-hmac
Crypto ipsec transform-set ikev1 esp ESP-DES-MD5-esp-md5-hmac
Crypto ipsec transform-set esp-3des esp-md5-hmac Remote_VPN_Set ikev1
Crypto ipsec transform-set esp-3des esp-md5-hmac Remote_vpn_set ikev1
Crypto ipsec ikev2 AES256 ipsec-proposal
Protocol esp encryption aes-256
Esp integrity sha - 1, md5 Protocol
Crypto ipsec ikev2 ipsec-proposal AES192
Protocol esp encryption aes-192
Esp integrity sha - 1, md5 Protocol
Crypto ipsec ikev2 ipsec-proposal AES
Esp aes encryption protocol
Esp integrity sha - 1, md5 Protocol
Crypto ipsec ikev2 proposal ipsec 3DES
Esp 3des encryption protocol
Esp integrity sha - 1, md5 Protocol
Crypto ipsec ikev2 ipsec-proposal OF
encryption protocol esp
Esp integrity sha - 1, md5 Protocol
Crypto-map Dynamics 20 ikev1 transform-set Remote_VPN_Set set outside_dyn_map
Crypto-map dynamic outside_dyn_map 20 the value reverse-road
card crypto outside_map 1 match address outside_cryptomap
peer set card crypto outside_map 1 173.190.123.138
card crypto outside_map 1 set ikev1 transform-set ESP-AES-128-SHA ESP-AES-128-MD5
ESP-AES-192-SHA ESP-AES-192-MD5 ESP-AES-256-SHA ESP-AES-256-MD5 ESP-3DES-SHA'RE
P-3DES-MD5 ESP-DES-SHA ESP-DES-MD5
outside_map card crypto 1 set ikev2 AES256 AES192 AES 3DES ipsec-proposal OF
map outside_map 65535-isakmp ipsec crypto dynamic outside_dyn_map
outside_map interface card crypto outside
IKEv2 crypto policy 1
aes-256 encryption
integrity sha
Group 2 of 5
FRP sha
second life 86400
IKEv2 crypto policy 10
aes-192 encryption
integrity sha
Group 2 of 5
FRP sha
second life 86400
IKEv2 crypto policy 20
aes encryption
integrity sha
Group 2 of 5
FRP sha
second life 86400
IKEv2 crypto policy 30
3des encryption
integrity sha
Group 2 of 5
FRP sha
second life 86400
IKEv2 crypto policy 40
the Encryption
integrity sha
Group 2 of 5
FRP sha
second life 86400
Crypto ikev2 allow outside
Crypto ikev1 allow outside
IKEv1 crypto policy 1
preshared authentication
3des encryption
sha hash
Group 2
life 43200
IKEv1 crypto policy 10
authentication crack
aes-256 encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 20
authentication rsa - sig
aes-256 encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 30
preshared authentication
aes-256 encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 40
authentication crack
aes-192 encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 50
authentication rsa - sig
aes-192 encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 60
preshared authentication
aes-192 encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 70
authentication crack
aes encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 80
authentication rsa - sig
aes encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 90
preshared authentication
aes encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 100
authentication crack
3des encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 110
authentication rsa - sig
3des encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 120
preshared authentication
3des encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 130
authentication crack
the Encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 140
authentication rsa - sig
the Encryption
sha hash
Group 2
life 86400
IKEv1 crypto policy 150
preshared authentication
the Encryption
sha hash
Group 2
life 86400
Telnet 192.168.1.0 255.255.255.0 inside
Telnet 172.29.8.0 255.255.255.0 inside
Telnet timeout 5
SSH timeout 5
Console timeout 0

dhcpd auto_config off vpnclient-wins-override
!
dhcprelay Server 172.29.8.3 on the inside
a basic threat threat detection
Statistics-list of access threat detection
no statistical threat detection tcp-interception
WebVPN
allow outside
internal ABCtech_VPN group strategy
attributes of Group Policy ABCtech_VPN
value of server DNS 172.29.8.3
Ikev1 VPN-tunnel-Protocol
Split-tunnel-policy tunnelspecified
value of Split-tunnel-network-list VPN_Tunnel_User
value by default-field ABCtech.local
internal GroupPolicy_10.8.8.1 group strategy
attributes of Group Policy GroupPolicy_10.8.8.1
VPN-tunnel-Protocol ikev1, ikev2
name of user who encrypted password eicyrfJBrqOaxQvS
tunnel-group 10.8.8.1 type ipsec-l2l
tunnel-group 10.8.8.1 General-attributes
Group - default policy - GroupPolicy_10.8.8.1
IPSec-attributes tunnel-group 10.8.8.1
IKEv1 pre-shared-key *.
remote control-IKEv2 pre-shared-key authentication *.
remotely IKEv2 authentication certificate
pre-shared-key authentication local IKEv2 *.
tunnel-group ABCtech type remote access
attributes global-tunnel-group ABCtech
address ABC_HQVPN_DHCP pool
authentication-server-group guava
Group Policy - by default-ABCtech_VPN
IPSec-attributes tunnel-group ABCtech
IKEv1 pre-shared-key *.
tunnel-group 173.190.123.138 type ipsec-l2l
tunnel-group 173.190.123.138 General-attributes
Group - default policy - GroupPolicy_10.8.8.1
IPSec-attributes tunnel-group 173.190.123.138
IKEv1 pre-shared-key *.
remote control-IKEv2 pre-shared-key authentication *.
remotely IKEv2 authentication certificate
pre-shared-key authentication local IKEv2 *.
!
class-map inspection_default
match default-inspection-traffic
!
!
Policy-map global_policy
class inspection_default
inspect the pptp
inspect the ftp
inspect the netbios
!
172.29.8.3 SMTP server
context of prompt hostname
no remote anonymous reporting call
Cryptochecksum:6a26676668b742900360f924b4bc80de
: end

Hello Wayne,

The first thing I noticed

In the ACL you are pointing to the broad public while it should be to the private sector (YOU HAVE A PERMIT IP ANY ANY to the end, so it's not bad. FYI, if you decide to take this one any allowed ip address then you should point to private servers ip addresses)

Now, the policy where the PPTP inspection, etc., will be used is not applied to any service-policy so add:

global service-policy global_policy

Don't forget not just for a PPTP connection to get established we should see 2 things:

-Trading is done on the TCP 1723 port and then traded on Appreciate data packets.

Follow my blog for more information on this topic:

http://laguiadelnetworking.com/2012/12/22/what-is-new-on-the-PPTP-inspection-on-the-ASA/

Try and let me know

Julio

Tags: Cisco Security

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