Generate a self signed x509 with Microsoft UPN extension

x509_with_UPN.go

package main

import (
        "crypto/ecdsa"
        "crypto/elliptic"
        "crypto/rand"
        "crypto/x509"
        "crypto/x509/pkix"
        "encoding/asn1"
        "encoding/pem"
        "fmt"
        "log"
        "math/big"
        "os"
        "time"
)

// UPN type for asn1 encoding. This will hold
// our utf-8 encoded string.
type UPN struct {
        A string `asn1:"utf8"`
}

// OtherName type for asn1 encoding
type OtherName struct {
        OID   asn1.ObjectIdentifier
        Value interface{} `asn1:"tag:0"`
}

// GeneralNames type for asn1 encoding
type GeneralNames struct {
        OtherName OtherName `asn1:"tag:0"`
}

func writeKeyFile(path string, key *ecdsa.PrivateKey) error {
        keyOut, err := os.OpenFile(path, os.O_WRONLY|os.O_CREATE|os.O_TRUNC, 0600)
        if err != nil {
                return fmt.Errorf("failed to open %s for writing:", path, err)
        }

        b, err := x509.MarshalECPrivateKey(key)
        if err != nil {
                return err
        }

        if err := pem.Encode(keyOut, &pem.Block{Type: "EC PRIVATE KEY", Bytes: b}); err != nil {
                return fmt.Errorf("failed to write data to %s: %s", path, err)
        }
        if err := keyOut.Close(); err != nil {
                return fmt.Errorf("error closing %s: %s", path, err)
        }
        return nil
}

func writeCertFile(path string, certBytes []byte) error {
        certOut, err := os.Create(path)
        if err != nil {
                return fmt.Errorf("failed to open %s for writing: %s", path, err)
        }
        if err := pem.Encode(certOut, &pem.Block{Type: "CERTIFICATE", Bytes: certBytes}); err != nil {
                return fmt.Errorf("failed to write data to %s: %s", path, err)
        }
        if err := certOut.Close(); err != nil {
                return fmt.Errorf("error closing %s: %s", path, err)
        }
        return nil
}

func main() {
        privateKey, err := ecdsa.GenerateKey(elliptic.P256(), rand.Reader)
        if err != nil {
                log.Fatal(err)
        }

        now := time.Now()
        notBefore := now.Add(time.Duration(-24) * time.Hour) // 1 day ago. To account for any time skew.
        notAfter := notBefore.Add(8760 * time.Hour)          // 1 year
        serialNumberLimit := new(big.Int).Lsh(big.NewInt(1), 128)
        serialNumber, err := rand.Int(rand.Reader, serialNumberLimit)
        if err != nil {
                log.Fatalf("failed to generate serial number: %s", err)
        }

        upnExt, err := asn1.Marshal(GeneralNames{
                OtherName: OtherName{
                        // init our ASN.1 object identifier
                        OID: asn1.ObjectIdentifier{
                                1, 3, 6, 1, 4, 1, 311, 20, 2, 3},
                        Value: UPN{
                                A: "[email protected]",
                        },
                },
        })

        if err != nil {
                log.Fatal(err)
        }

        extSubjectAltName := pkix.Extension{
                Id:       asn1.ObjectIdentifier{2, 5, 29, 17},
                Critical: false,
                Value:    upnExt,
        }

        // Define the x509 template
        certificateTemplate := x509.Certificate{
                SerialNumber: serialNumber,
                Subject: pkix.Name{
                        CommonName:   "[email protected]",
                },
                NotBefore: notBefore,
                NotAfter:  notAfter,
                KeyUsage:  x509.KeyUsageKeyEncipherment | x509.KeyUsageDigitalSignature,
                // Add subjectAltName
                ExtraExtensions:       []pkix.Extension{extSubjectAltName},
                ExtKeyUsage:           []x509.ExtKeyUsage{x509.ExtKeyUsageClientAuth},
                BasicConstraintsValid: true,
        }

        derBytes, err := x509.CreateCertificate(rand.Reader, &certificateTemplate, &certificateTemplate, &privateKey.PublicKey, privateKey)
        if err != nil {
                log.Fatal(err)
        }

        if err := writeKeyFile("key.pem", privateKey); err != nil {
                log.Fatal(err)
        }

        if err := writeCertFile("cert.pem", derBytes); err != nil {
                log.Fatal(err)
        }
}

@KarlRanseier I think you can add it to "UnknownExtKeyUsage", but I am not sure. Something like this, **should** work: certificateTemplate := x509.Certificate{ UnknownExtKeyUsage: []asn1.ObjectIdentifier{ asn1.ObjectIdentifier{1, 3, 6, 1, 4, 1, 311, 20, 2, 2}, }, } Judging by the code in the standard package, anything added to "UnknownExtKeyUsage" will be simply copied to your certificate.

…

On Fri, Aug 11, 2023 at 3:52 PM Karl Ranseier ***@***.***> wrote: ***@***.**** commented on this gist. ------------------------------ Hi Gabriel, do you happen to know - how to also add the SmartCard Logon EKU OID (1, 3, 6, 1, 4, 1, 311, 20, 2, 2) to such a certificate ? — Reply to this email directly, view it on GitHub <https://gist.github.com/gabriel-samfira/fec197aeae67d661b5207dfc5440740a#gistcomment-4658330> or unsubscribe <https://github.com/notifications/unsubscribe-auth/AAG4P6C7DYFNDB4AB3WSTKLXUYTHFBFKMF2HI4TJMJ2XIZLTSKBKK5TBNR2WLJDHNFZXJJDOMFWWLK3UNBZGKYLEL52HS4DFQKSXMYLMOVS2I5DSOVS2I3TBNVS3W5DIOJSWCZC7OBQXE5DJMNUXAYLOORPWCY3UNF3GS5DZVRZXKYTKMVRXIX3UPFYGLK2HNFZXIQ3PNVWWK3TUUZ2G64DJMNZZDAVEOR4XAZNEM5UXG5FFOZQWY5LFVEYTAMZQHE4TONRZU52HE2LHM5SXFJTDOJSWC5DF> . You are receiving this email because you authored the thread. Triage notifications on the go with GitHub Mobile for iOS <https://apps.apple.com/app/apple-store/id1477376905?ct=notification-email&mt=8&pt=524675> or Android <https://play.google.com/store/apps/details?id=com.github.android&referrer=utm_campaign%3Dnotification-email%26utm_medium%3Demail%26utm_source%3Dgithub> .

@gabriel-samfira thanks for answering so fast !

yes - this (slightly modified code) is working perfectly on Windows:

certificateTemplate := &x509.Certificate{

. . .

UnknownExtKeyUsage: []asn1.ObjectIdentifier{
[]int{1, 3, 6, 1, 4, 1, 311, 20, 2, 2}, // SmartCard Logon
},
}

Awesome! Glad it worked.