CSR Enrollment

The certificate signing request A CSR or certificate signing request is a block of encoded text that is submitted to a CA when enrolling for a certificate. When you generate a CSR within Keyfactor Command, the matching private key for it is stored in Keyfactor Command in encrypted format and will be married with the certificate once returned from the CA. (CSR A CSR or certificate signing request is a block of encoded text that is submitted to a CA when enrolling for a certificate. When you generate a CSR within Keyfactor Command, the matching private key for it is stored in Keyfactor Command in encrypted format and will be married with the certificate once returned from the CA.) enrollment Certificate enrollment refers to the process by which a user requests a digital certificate. The user must submit the request to a certificate authority (CA). page provides the ability to submit a CSR and download the resulting certificate.

To request a certificate via CSR:

1. Generate a CSR. This can be done within the target application (e.g. Microsoft IIS), by using a tool such as certutil or OpenSSL, or by using the Keyfactor Command CSR generation tool (see CSR Generation). Have the CSR file ready.
2. In the Management Portal, browse to Enrollment > CSR Enrollment.

3. From the Certificate Request Information section select a certificate template from the Template dropdown, if you are enrolling from an enterprise CA A certificate authority (CA) is an entity that issues digital certificates. Within Keyfactor Command, a CA may be a Microsoft CA or a Keyfactor gateway to a cloud-based or remote CA.. The templates are organized by configuration tenant A grouping of CAs. The Microsoft concept of forests is not used in EJBCA so to accommodate the new EJBCA functionality, and to avoid confusion, the term forest needed to be renamed. The new name is configuration tenant. For EJBCA, there would be one configuration tenant per EJBCA server install. For Microsoft, there would be one per forest. Note that configuration tenants cannot be mixed, so Microsoft and EJBCA cannot exist on the same configuration tenant. (formerly known as forest An Active Directory forest (AD forest) is the top most logical container in an Active Directory configuration that contains domains, and objects such as users and computers.). If you have multiple configuration tenants and templates with similar names, be sure to select the template in the correct configuration tenant.

   Tip:  If you paste the contents of your generated certificate file before selecting a template, the CSR Content and the CSR Name tabs will be erased. You will need to re-paste the certificate data once you have selected a template.

   

   Figure 101: Select a Certificate Template

4. Select the Certificate Authority from which the certificate should be requested, or select Auto-Select. Only CAs that have the selected template available for enrollment or are standalone, if you check the stand-alone CA box, will be shown. If Auto-Select is chosen, a CA will be chosen at random from the certificate authorities available for enrollment with the provided Template. This field is optional unless the enrollment is being done against a standalone CA, in which case it is required.

   Tip:  If you are enrolling from a standalone CA, check the Use a stand-alone CA box instead of selecting a template. The check box for stand-alone CAs only appears if you have a stand-alone CA configured for enrollment.

   

   Figure 102: CSR Enrollment for Stand-Alone CA

5. Paste your CSR into the CSR Content text area, with or without the BEGIN REQUEST/END REQUEST delimiters.

   

   Figure 103: CSR Enrollment: CSR Content

6. The CSR contents will be parsed, and you will automatically be switched to the CSR Names view. Review the data to be sure it is as expected.

   Note:  If you are enrolling against an EJBCA CA, by default the total SAN The subject alternative name (SAN) is an extension to the X.509 specification that allows you to specify additional values when enrolling for a digital certificate. A variety of SAN formats are supported, with DNS name being the most common. length cannot exceed 2000 characters.

   Microsoft CAs by default support a total SAN size of 4k. If you need to enter SANs that will cause the total size to exceed this, please refer to this article:

   https://learn.microsoft.com/en-us/troubleshoot/windows-server/certificates-and-public-key-infrastructure-pki/expand-maximum-extension-size-limit-ad-cs#expand-the-limit-by-using-an-administrative-command-prompt

   

   Figure 104: CSR Enrollment: CSR Names

   Note:  If a system-wide or template-level regular expression A regular expression--RegEx--is a pattern used to validate data by ensuring it meets specific criteria. Several fields on the CSR enrollment, CSR generation, and PFX enrollment pages support RegEx validation, including certificate subject and metadata fields. exists for a subject part or SAN, and the subject part or SAN is left blank, the regular expression will be applied to an empty string for that part. For example, if you have a regular expression on organization, but the CSR does not supply an organization, the regular expression will be applied to a blank string as if that were supplied as the organization.

7. If template-specific enrollment fields have been defined (see Enrollment Fields Tab) for the selected template, the fields will display in the Additional Enrollment Fields section. The types of fields shown could be either blank (string) fields or multiple choice drop-down fields depending on how they were configured on the template. All additional enrollment fields are mandatory.

   

   Figure 105: Populate Enrollment Fields

8. In the Certificate Metadata section of the page, populate any defined certificate metadata Metadata provides information about a piece of data. It is used to summarize basic information about data, which can make working with the data easier. In Keyfactor Command, the certificate metadata feature allows you to create custom metadata fields that allow you to tag certificates with tracking information about certificates. fields (see Certificate Metadata and Metadata Tab) as appropriate for the template. These fields may be required or optional depending on your metadata configuration. Required fields will be marked with *Required next to the field label. Any completed values will be associated with the certificate once it has been synchronized with Keyfactor Command. The order in which the metadata fields appear can be changed (see Sorting Metadata Fields).

   Tip:  If a hint has been provided for a specific metadata field, it will display in parentheses to the right of the metadata label.

   

   Figure 106: Populate Metadata Fields

9. The Subject Alternative Names (SANs) section of the page appears if you enable the Allow CSR SAN Entry application setting (see Application Settings: Enrollment Tab). This option is disabled by default. Click Add to add SANs if needed. In the Add SANs dialog, select a Type in the dropdown and in the Value box add one or more SANs of the selected type and save. Only SANs of a single type may be added in a single add action. Click Edit to change a SAN field. The Edit SAN dialog includes only one SAN, not the multi-SAN block. Click Delete to delete a SAN.

   The SAN field in this interface supports: DNS name, IP version 4 address, IP version 6 address, User Prinicpal Name, Email. Alternate SANs may be submitted in requests using the Keyfactor API An API is a set of functions to allow creation of applications. Keyfactor offers the Keyfactor API, which allows third-party software to integrate with the advanced certificate enrollment and management features of Keyfactor Command..

   Note:  If you are enrolling against an EJBCA CA, by default the total SAN length cannot exceed 2000 characters. If you need to enter SANs that will cause the total length to exceed this maximum, see Appendix - Configuring Support for Large or Custom SANs with EJBCA.

   Microsoft CAs by default support a total SAN size of 4k. If you need to enter SANs that will cause the total size to exceed this, please refer to this article:

   https://learn.microsoft.com/en-us/troubleshoot/windows-server/certificates-and-public-key-infrastructure-pki/expand-maximum-extension-size-limit-ad-cs#expand-the-limit-by-using-an-administrative-command-prompt
   

   Figure 107: CSR Enrollment SAN options

   Important:  If the RFC 2818 compliance setting has been enabled for the selected template (see Certificate Template Operations) or system-wide, a SAN will automatically be added with a DNS The Domain Name System is a service that translates names into IP addresses. SAN matching the CN A common name (CN) is the component of a distinguished name (DN) that represents the primary name of the object. The value varies depending on the type of object. For a user object, this would be the user's name (e.g. CN=John Smith). For SSL certificates, the CN is typically the fully qualified domain name (FQDN) of the host where the SSL certificate will reside (e.g. servername.keyexample.com or www.keyexample.com). entered for the certificate if one is not included in the CSR. This SAN will not appear in the grid and cannot be edited.
   Note:  SANs submitted outside the CSR may be ignored, appended to SANs in the CSR, or overwrite the SANs in the CSR request depending on the type and configuration of the issuing CA. Please be sure to check that the certificate has the correct SANs after issuance. Any SAN added automatically as a result of the RFC 2818 compliance settings will still be added alongside anything you add here. For a Microsoft CA, review the SAN Attribute Policy Handler for the Keyfactor CA Policy Module (see Installing the Keyfactor CA Policy Module Handlers) for more information.

10. The Certificate Owner section of the page appears if you set either the system-wide or template-level Certificate Owner Role policy to Optional or Required (see Configuring System-Wide Settings and Policies Tab). In the Owner Role Name field, select an owner for the certificate, if appropriate. The certificate owner is a security role defined in Keyfactor Command (see Security Roles and Claims). If the user assigning the owner is an administrator, the Owner Role Name will be a search select field in which to enter the new certificate owner. To narrow the list of results in the search select field, begin typing a search string in the search field. If the user assigning the owner is a limited access user, the Owner Role Name will be a dropdown. Only security roles of which the user is a member will appear in the dropdown.

    

    Figure 108: Select a Certificate Owner

11. At the bottom of the page, select the radio button for the desired encoding Format (PEM A PEM format certificate file is a base64-encoded certificate. Since it's presented in ASCII, you can open it in any text editor. PEM certificates always begin and end with entries like ---- BEGIN CERTIFICATE---- and ----END CERTIFICATE----. PEM certificates can contain a single certificate or a full certifiate chain and may contain a private key. In general, extensions of .cer and .crt are certificate files with no private key, .key is a separate private key file, and .pem is both a certificate and private key. or DER A DER format certificate file is a DER-encoded binary certificate. It contains a single certificate and does not support storage of private keys. It sometimes has an extension of .der but is often seen with .cer or .crt.). The Include Subject Header toggle is only displayed when PEM is selected and defaults to On. When set to Off the first line in the PEM file which contains the certificates subject information is removed. When set to On the first line in the PEM file that contains the certificates subject information is included.

    

    Figure 109: Select a Certificate Format

12. Click the Enroll button to begin the certificate request process.

    Note:  If you attempt to complete a CSR enrollment using a CSR generated within Keyfactor Command (see CSR Generation), you will receive a Confirm Operation message requiring you to click OKto confirm and enroll unless this warning has been disabled (see the Enable warning for CSR generated in Command application setting in Application Settings: Enrollment Tab).

    

    Figure 110: Enroll: Confirm Operation

    • If the request completes successfully, you'll see a success and delivery message. Proceed to your browser to download your certificate.

    • If the template you selected requires approval at the Keyfactor Command workflow A workflow is a series of steps necessary to complete a process. In Keyfactor Command, it refers to the workflow builder, which allows you to automate event-driven tasks such as when a certificate is requested, revoked or found in a certificate store. level, you'll see a message that your request is suspended and is awaiting one or more approvals. The user(s) responsible for approving the request will be notified (if the workflow has been configured this way, see Adding, Copying or Modifying a Workflow Definition). You can use the My Workflows Created by Me tab (see Workflows Created by Me Operations) to check on the status of your request. If the Management Portal feature has been configured to send notification alerts when a certificate is issued following approval, you may receive an email message when your certificate is available for download. The email message may contain a download link. See Issued Certificate Request Alerts.

      

      Figure 111: CSR Enrollment Completed Successfully—Awaiting Workflow Approval(s)

    • If the template you selected requires manager approval at the CA level, you’ll see a message that your request is pending. The user responsible for approving issuance of pending certificates will be notified (if that Management Portal feature is configured, see Pending Certificate Request Alerts). You can use the Certificate Requests page (see Certificate Requests) to check on the status of your pending request and complete the certificate download. If the Management Portal feature has been configured to send notification alerts when a pending certificate request is approved or denied, you may receive an email message when your certificate is available for download. The email message may contain a download link. See Issued Certificate Request Alerts and Denied Certificate Request Alerts.

      

      Figure 112: CSR Enrollment Completed Successfully—Pending Status

    Tip:  The filename generated for the file for download is based on the CN of the certificate and will either include or not include the periods from the CN based on the configuration of the Allow Periods in Certificate Filenames application setting (see Application Settings: Enrollment Tab).