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Anyconnect Ipsec Mac Os Download

  1. Anyconnect Mac Client

Cisco anyconnect vpn client free download - Cisco VPN Client, VPN Client, Vpn One Click Mac, and many more programs. Cisco anyconnect vpn client free download - Cisco VPN Client, VPN Client, Vpn. As of May 16, 2019, UI Anywhere VPN users are required to use Two-Step Login to verify and complete their VPN connections. On your Mac, choose Apple menu System Preferences, then click Network. Open Network preferences for me. Click the Add button in the list at the left, click the Interface pop-up menu, then choose VPN. Click the VPN Type pop-up menu, then choose what kind of VPN connection you want to set up, depending on the network you are connecting to.

Confirmed working on OS X High Sierra

The proprietary CiscoVPN Mac client is somewhat buggy. It is possible to use the IPSec VPN software included with Mac OS X instead. This tutorial shows you how to migrate from CiscoVPNto the native OS X IPSec VPN by decrypting passwords saved in CiscoVPN PCF files.

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Open up your System Prefrences and select 'Network'. Click on the little + button at the bottom of the window to create a new connection.

Pick 'VPN' for the Interface and set its type to 'Cisco IPSec'. It doesn't matter what you set as the service name.

Copy the 'Host' setting from CiscoVPN...

to the 'Server Address' setting in your System Prefrences' and enter your username under 'Account Name'. You probably don't want to enter your passwordunless you are OK with the system saving it.

On Mac OS X, PCF files are usually found in /private/etc/CiscoSystemsVPNClient/Profiles. Open up /Applications/Terminal and type the following:

You should get something like this:

Find that long list of letters and numbers after enc_GroupPwd= and copy it. Also make note of the GroupName - you'll need that in a bit as well.

Paste that sequence of characters into the fancy schmancy decoder ring below and click 'Decode'. (pops up a new window)

Fancy Schmancy Decoder Ring

As an example, this should return 'letmein' as the password:

Anyconnect Ipsec Mac Os Download

Thanks to HAL-9000 at and Massar's work on cisco-decrypt.c for the magic here. A JavaScript implementation also exists here:

Click 'Authentication Settings' back in the Network Prefrences screen. Enter the resulting decoded password into the 'Shared Secret' section of the new VPN connection and set the GroupName from above as well.

Click 'OK', make sure 'Show VPN status in menu bar' is checked and click 'Apply'.

At the top of your screen you should have a little VPN icon. Try connecting to your new VPN.

If everything goes as planned, you should see your connection time counting up at the top of your screen.

How to get your VPN settings out of the built-in mac VPN client.

You don't need the Fancy Schmancy Decoder Ring to get your settings back out of the built-inMac VPN client. Just head over to the Keychain Access application (under Applications -> Utilities) and search for 'VPN'. Double-click your IPSec Shared Secret to open up the window. Clicking 'Show Password' will reveal the secret sauce after you authenticate.

If things seem to get hung-up and you are unable to reconnect your VPN without a reboot, Rick R mentions that you might try killing the 'racoon' process.

Anyconnect Ipsec Mac Os Download

Racoon is an IPsec key management daemon and is part of the KAME IPsec tools. Kill it by running 'Activity Monitor' in the 'Utilities' folder, finding it in the process list and clicking 'Quit Process' at the upper left of the Activity Monitor window.

Look in your system.log by running the Console app for hints at what might be going wrong. Here's the system.log from aworking VPN setup / take down.


Dave Ma's VPN would disconnect after 45 minutes of uptime. Fotos Georgiadis on an Apple forum threadsuggested changing the IPSec proposal lifetime within racoon to 24 hours instead of 3600 seconds.(3600 seconds is 1 hour - who knows why people are seeing drops at 45 minutes)Here's how that is done.

  1. Connect to the VPN (so OSX dynamically generates a racoon configuration file)

  2. Open Terminal on Mac (Applications --> Utilities--> Terminal)

  3. Copy the generated configuration file to /etc/racoon:

    sudo cp /var/run/racoon/XXXXXX.conf /etc/racoon

    **where: XXXXXX is the name or ip address of your VPN server**

  4. Edit the racoon configuration file with your favorite editor (pico):

    sudo pico /etc/racoon/racoon.conf
  5. At the bottom of the racoon.conf file, comment out the line:

    # include '/var/run/racoon/*.conf';

    (by added the '#' to the beginning of the line)

  6. And instead include the copied file (which we will edit):

    include '/etc/racoon/XXXXXX.conf';

    (don't forget to replace XXXXXX with the actual name of your file)

  7. Edit the generated configuration file with your favorite editor (pico):

    sudo pico /etc/racoon/XXXXXX.conf
  8. Disable dead peer detection:

    dpd_delay 0;
  9. Change proposal check to claim from obey:

    proposal_check claim;
  10. Change the proposed lifetime in each proposal (24 hours instead of 3600 seconds):

    lifetime time 24 hours;

    *note: make sure you change all the 'proposed lifetime' sections and not just one.

  11. Disconnect and reconnect (this time racoon will use your custom configuration).

Now try using your VPN for more than 45 minutes and it shouldn't drop.

So does all your traffic flow through the VPN when you are connected or just traffic to the protected networks? Cisco VPN servers normally send out a list of routes to private networks so you don't end up sending all of your traffic through the VPN server. The reasoning behind this is why protect it if the traffic is destined for an insecure network anyway? The native OS X Cisco VPN adds these routes automatically and removes them when you disconnect. That's one of the things that differentiates the Cisco VPN client from the standard IPSec client. Let's take a look at what gateway is used when sending traffic to from within the Terminal application:

Notice the 'gateway' line there? Traffic to is going out which is my normal Internet gatewayso it is skipping the VPN entirely.

Let's try an IP on a protected private network: (

In this case, the gateway is which is a fake IP on the far end of the VPN which will eventually route traffic to So when sending data to, I am going through the VPN and that traffic is encrypted.

So how does it know what gateway to use for different IPs? Let's take a look at the routing table:

I've lopped off a bunch of irrelevant lines but as you can see we have two 'default' routes. If a destination isn'texplicitly matched below, the traffic will flow through the first default route from the top. So in this case, ifthe destination isn't within 10.1/16 (which means 10.1.*.*) we will go through our default route of Ifit is, we would go through which is our VPN.

But what if you just wanted to send everything through your VPN connection? We could just delete the first default route and let everything go over the VPN, but this is presumably dangerous because the encrypted traffic probably uses the default route to get to the VPN server in the first place. Let's see:

Yep, it does. So if we are going to remove the default route to, we have to make sure we have an explicitroute below to the VPN server. ( You will notice above that my Cisco VPN server adds this route automatically, but if yours isn't configured that way you can add it like this:

It is safe to try this if you already have the route because the command will just fail.

The next thing we are going to do is a little dangerous and remove all your network access. A reboot should be your weapon of last resort to get your networking back but you might also want to print these instructions out so you havethem. You have been warned!

Now let's do the dangerous bit and rip the first default route away:

Now let's check to see if we can still get to our VPN server:

Yep, looks good.

Now let's look at the wider Internet by seeing how we get to ( - we aren't using here because we don't want to depend on DNS working)

Whoops, something is wrong! That's because that first route there is a little deceptive. It isn't aroute to the IP of the gateway, just a route to the VPN tunnel device utun0. We'll need to say what IPto go to. Let's add a default route to the VPN's fakenet gateway address: (which we already have as the gateway in most other routes)

OK, let's see which way packets go to get to (

Yep, looks like the right way.

Now let's try pinging ( doesn't respond to pings)

Looks like it works. If it doesn't work, your VPN server likely doesn't allow general Internet access throughVPN connections. If this is the case, you are out of luck. Hopefully you know someone influential in the ITdepartment that can change this for you.

Because we removed the normal default route, when we shut down our VPN we'll be stuck without a default route.To add that back in after the VPN goes down, do this:

And we should be back to normal.

Anyconnect Mac Client

Ideally we do these things automatically when the VPN comes up. The easiest way to do this is to have yourVPN administrator set that up as a policy for you. Alternatively, you can create scripts that run on VPN startup.Create /etc/ppp/ip-up and add whatever lines you came up with above to that and mark that file as executablewith:

Similarly, /etc/ppp/ip-down will be run on VPN shutdown. Reverse your commands in that file and you shouldhave a completely automated setup.

Happy tunneling!

-Anders Brownworth

About Me:

Name:Anders Brownworth
Home: Cambridge, MA, USA
Work: Mobile application and GSM research at Bandwidth.
Play: Technology, World Traveler and Helicopter Pilot
This article refers to the Cisco AnyConnect VPN. If you're looking for information on the Prisma Access VPN Beta that uses the GobalConnect app, see: Prisma Access VPN Beta Landing Page.
If you're not sure which service you're using, see: How do I know if I'm using the Cisco AnyConnect VPN or the Prisma Access VPN Beta?

On this page:


  • This guide will assist with the installation of the Cisco AnyConnect VPN client for OS X 10.6 and later
  • You need administrator level account access to install this software.
  • Note: Some screen shots may be slightly different from what you see depending on the version of your operating system and the VPN software.


  1. Download the VPN installer from MIT's download page, Cisco AnyConnect Secure Mobility Client for MAC (certificates required).
  2. Find and open the downloaded file.
  3. The file will mount a disk image. Open this disk image and launch the file named 'anyconnect-macosx-XXXXXX'.
  4. On the following screen titled Welcome to the AnyConnect Secure Mobility Client Installer, click Continue.
  5. When presented with the software license agreement, click Continue then click Agree on the slide-down menu.
  6. If you are prompted 'Select a Destination...', select your primary hard drive and click Continue.
  7. On the window titled Standard Install..., click the button labeled Install and enter your computer username and password when prompted and click Install Software.
    Note: The user must be an administrator of the machine to install.
    Result: The VPN client will begin to install itself.
  8. When the installation has competed, click the button labeled Close.

Initiating a Connection to VPN and to VPN using Duo

  1. Cisco AnyConnect can be found in the Cisco folder located in the Applications folder (/Applications/Cisco/).
  2. Navigate to /Applications/Cisco/ and open 'Cisco AnyConnect Secure Mobility Client'.
  3. To authenticate with Duo, enter and click the button labeled Connect.
  4. Enter your MIT username and password then click the button labeled OK.
    With Duo authentication, you will see a field asking for a Second Password.
    In this field you may type in one of the following options:
    1. push - Duo will send a push notification to your registered cell phone with the Duo Security mobile app installed
    2. push2 - Duo will send a push notification to your _second registered device with the Duo Security mobile app installed_
    3. sms - Duo will send an SMS to your registered cell phone
    4. Phone -Duo will call your registered phone
    5. Phone2 -Duo will call your second registered phone
    6. Yubikey - If you are using a Yubikey for authentication, make sure the Second Password field is highlighted and use your key. For instructions on using the Yubikey, please see How do I authenticate with a YubiKey?
    7. The one time code generated by your hardware token or the Duo Security mobile app (the code changes every 60 seconds)
      In this example, I entered 'push' in the Second Password field. I will receive a push notification on my cell phone, go to the Duo app and click Approve.
  5. When prompted at the MIT's Virtual Private Network (VPN) screen, click the button labeled Accept to connect to MIT's Virtual Private Network.
  6. Upon successful connection, Cisco AnyConnect will minimize itself and you will see the AnyConnect logo with a small lock in your menu bar just to the left of the time.

See Also