Deploy Azure AD Application Proxy on an Azure AD Domain Services managed domain

Azure Active Directory (AD) Application Proxy helps you support remote workers by publishing on-premises applications to be accessed over the internet. With Azure AD Domain Services, you can now lift-and-shift legacy applications running on-premises to Azure Infrastructure Services. You can then publish these applications using the Azure AD Application Proxy, to provide secure remote access to users in your organization.

If you're new to the Azure AD Application Proxy, learn more about this feature with the following article: How to provide secure remote access to on-premises applications.

Important

Enable password hash synchronization to Azure AD Domain Services, before you complete the tasks in this article.

Follow the instructions below, depending on the type of users in your Azure AD directory. Complete both sets of instructions if you have a mix of cloud-only and synced user accounts in your Azure AD directory. You may not be able to carry out the following operations in case you are trying to use a B2B Guest account (example , your gmail or MSA from a different Identity provider which we allow) becasue we do not have the password for these users synced to managed domain as these are guest accounts in the directory. The complete information about these accounts including their passwords would be outside of Azure AD and as this information is not in Azure AD hence it does not even get synced to the managed domain.

Before you begin

To perform the tasks listed in this article, you need:

  1. A valid Azure subscription.
  2. An Azure AD directory - either synchronized with an on-premises directory or a cloud-only directory.
  3. An Azure AD Basic or Premium license is required to use the Azure AD Application Proxy.
  4. Azure AD Domain Services must be enabled for the Azure AD directory. If you haven't done so, follow all the tasks outlined in the Getting Started guide.

Task 1 - Enable Azure AD Application Proxy for your Azure AD directory

Perform the following steps to enable the Azure AD Application Proxy for your Azure AD directory.

  1. Sign in as an administrator in the Azure portal.

  2. Click Azure Active Directory to bring up the directory overview. Click Enterprise applications.

    Select Azure AD directory

  3. Click Application proxy. If you do not have an Azure AD Basic or Azure AD Premium subscription, you see an option to enable a trial. Toggle Enable Application Proxy? to Enable and click Save.

    Enable App Proxy

  4. To download the connector, click the Connector button.

    Download connector

  5. On the download page, accept the license terms and privacy agreement and click the Download button.

    Confirm download

Task 2 - Provision domain-joined Windows servers to deploy the Azure AD Application Proxy connector

You need domain-joined Windows Server virtual machines on which you can install the Azure AD Application Proxy connector. For some applications, you may choose to provision multiple servers on which the connector is installed. This deployment option gives you greater availability and helps handle heavier authentication loads.

Provision the connector servers on the same virtual network (or a connected/peered virtual network), in which you have enabled your Azure AD Domain Services managed domain. Similarly, the servers hosting the applications you publish via the Application Proxy need to be installed on the same Azure virtual network.

To provision connector servers, follow the tasks outlined in the article titled Join a Windows virtual machine to a managed domain.

Task 3 - Install and register the Azure AD Application Proxy Connector

Previously, you provisioned a Windows Server virtual machine and joined it to the managed domain. In this task, you install the Azure AD Application Proxy connector on this virtual machine.

  1. Copy the connector installation package to the VM on which you install the Azure AD Web Application Proxy connector.

  2. Run AADApplicationProxyConnectorInstaller.exe on the virtual machine. Accept the software license terms.

    Accept terms for install

  3. During installation, you are prompted to register the connector with the Application Proxy of your Azure AD directory.

    • Provide your Azure AD global administrator credentials. Your global administrator tenant may be different from your Microsoft Azure credentials.

    • The administrator account used to register the connector must belong to the same directory where you enabled the Application Proxy service. For example, if the tenant domain is contoso.com, the admin should be admin@contoso.com or any other valid alias on that domain.

    • If IE Enhanced Security Configuration is turned on for the server where you are installing the connector, the registration screen might be blocked. To allow access, follow the instructions in the error message. Make sure that Internet Explorer Enhanced Security is off.

    • If connector registration does not succeed, see Troubleshoot Application Proxy.

      Connector installed

  4. To ensure the connector works properly, run the Azure AD Application Proxy Connector Troubleshooter. You should see a successful report after running the troubleshooter.

    Troubleshooter success

  5. You should see the newly installed connector listed on the Application proxy page in your Azure AD directory.

Note

You may choose to install connectors on multiple servers to guarantee high availability for authenticating applications published through the Azure AD Application Proxy. Perform the same steps listed above to install the connector on other servers joined to your managed domain.

Next Steps

You have set up the Azure AD Application Proxy and integrated it with your Azure AD Domain Services managed domain.

  • Migrate your applications to Azure virtual machines: You can lift-and-shift your applications from on-premises servers to Azure virtual machines joined to your managed domain. Doing so helps you get rid of the infrastructure costs of running servers on-premises.

  • Publish applications using Azure AD Application Proxy: Publish applications running on your Azure virtual machines using the Azure AD Application Proxy. For more information, see publish applications using Azure AD Application Proxy

Deployment note - Publish IWA (Integrated Windows Authentication) applications using Azure AD Application Proxy

Enable single sign-on to your applications using Integrated Windows Authentication (IWA) by granting Application Proxy Connectors permission to impersonate users, and send and receive tokens on their behalf. Configure Kerberos constrained delegation (KCD) for the connector to grant the required permissions to access resources on the managed domain. Use the resource-based KCD mechanism on managed domains for increased security.

Enable resource-based Kerberos constrained delegation for the Azure AD Application Proxy connector

The Azure Application Proxy connector should be configured for Kerberos constrained delegation (KCD), so it can impersonate users on the managed domain. On an Azure AD Domain Services managed domain, you do not have domain administrator privileges. Therefore, traditional account-level KCD cannot be configured on a managed domain.

Use resource-based KCD as described in this article.

Note

You need to be a member of the 'AAD DC Administrators' group, to administer the managed domain using AD PowerShell cmdlets.

Use the Get-ADComputer PowerShell cmdlet to retrieve the settings for the computer on which the Azure AD Application Proxy connector is installed.

$ConnectorComputerAccount = Get-ADComputer -Identity contoso100-proxy.contoso100.com

Thereafter, use the Set-ADComputer cmdlet to set up resource-based KCD for the resource server.

Set-ADComputer contoso100-resource.contoso100.com -PrincipalsAllowedToDelegateToAccount $ConnectorComputerAccount

If you have deployed multiple Application Proxy connectors on your managed domain, you need to configure resource-based KCD for each such connector instance.