(PowerShell) Duplicate OpensSSL to Sign File and Output Binary DER

This example duplicates the following:

openssl smime -sign -in INPUT.xml -signer SIGN.PEM -passin pass:MYPASS -outform der -binary -nodetach -out SIGNED.P7M

Note: Although "smime" is the OpenSSL command, it's not actually producing S/MIME. The arguments "-outform der -binary" indicates that the output is binary DER (i.e. the PKCS7 binary signature). The input can be any type of file: XML, PDF, JPG, ... *anything*...

Chilkat .NET Downloads Chilkat .NET Assemblies

Add-Type -Path "C:\chilkat\ChilkatDotNet47-9.5.0-x64\ChilkatDotNet47.dll"

# This example requires the Chilkat API to have been previously unlocked.
# See Global Unlock Sample for sample code.

$crypt = New-Object Chilkat.Crypt2

# Load the PEM containing cert + private key.
$pem = New-Object Chilkat.Pem
$success = $pem.LoadPemFile("qa_data/pem/myPem.pem","password")
if ($success -ne $true) {
    $($pem.LastErrorText)
    exit
}

$privkey = $pem.GetPrivateKey(0)
if ($pem.LastMethodSuccess -ne $true) {
    $($pem.LastErrorText)
    exit
}

$cert = $pem.GetCert(0)
if ($pem.LastMethodSuccess -ne $true) {

    $($pem.LastErrorText)
    exit
}

$success = $crypt.SetSigningCert2($cert,$privkey)
if ($success -ne $true) {

    $($crypt.LastErrorText)
    exit
}

# Alternatively, we could use a .pfx/.p12 file.
# (Chilkat also supports other formats/sources for cert/private keys...)
$certFromP12 = New-Object Chilkat.Cert
$success = $certFromP12.LoadPfxFile("qa_data/p12/myP12.p12","password")
if ($success -ne $true) {
    $($certFromP12.LastErrorText)
    exit
}

# The certificate, when loaded from a .pfx/.p12, will automatically 
# include the associated private key, assuming it's present in the .p12.
# We don't have to explicitly provide the private key as in the
# lines of code above that use the PEM file.
$success = $crypt.SetSigningCert($certFromP12)
if ($success -ne $true) {
    $($crypt.LastErrorText)
    exit
}

# Create the opaque signature (PKCS7 binary DER that contains both the signature and original file data).
$success = $crypt.CreateP7M("qa_data/infile.anything","qa_output/outfile.p7m")
if ($success -ne $true) {
    $($crypt.LastErrorText)
    exit
}

$("Success.")