(SQL Server) Duplicate openssl smime -encrypt -binary -aes-256-cbc -in some_file.dat -out some_file.dat.enc -outform DER cert.crt

Demonstrates how to encrypt to binary DER using 256-bit AES (CBC mode) as the underlying symmetric encryption algorithm, to produce PKCS7 enveloped data (binary DER).

Duplicates the following openssl command:

openssl smime -encrypt -binary -aes-256-cbc -in some_file.dat -out some_file.dat.enc -outform DER cert.crt

Chilkat ActiveX Downloads ActiveX for 32-bit and 64-bit Windows

-- Important: See this note about string length limitations for strings returned by sp_OAMethod calls.
--
CREATE PROCEDURE ChilkatSample
AS
BEGIN
    DECLARE @hr int
    -- Important: Do not use nvarchar(max).  See the warning about using nvarchar(max).
    DECLARE @sTmp0 nvarchar(4000)
    -- This example requires the Chilkat API to have been previously unlocked.
    -- See Global Unlock Sample for sample code.

    DECLARE @cert int
    -- Use "Chilkat_9_5_0.Cert" for versions of Chilkat < 10.0.0
    EXEC @hr = sp_OACreate 'Chilkat.Cert', @cert OUT
    IF @hr <> 0
    BEGIN
        PRINT 'Failed to create ActiveX component'
        RETURN
    END

    DECLARE @success int
    EXEC sp_OAMethod @cert, 'LoadFromFile', @success OUT, 'qa_data/openssl/EE.cer'
    IF @success = 0
      BEGIN
        EXEC sp_OAGetProperty @cert, 'LastErrorText', @sTmp0 OUT
        PRINT @sTmp0
        EXEC @hr = sp_OADestroy @cert
        RETURN
      END

    DECLARE @bd int
    -- Use "Chilkat_9_5_0.BinData" for versions of Chilkat < 10.0.0
    EXEC @hr = sp_OACreate 'Chilkat.BinData', @bd OUT

    EXEC sp_OAMethod @bd, 'LoadFile', @success OUT, 'qa_data/openssl/hello.txt'
    -- Assuming success..

    DECLARE @crypt int
    -- Use "Chilkat_9_5_0.Crypt2" for versions of Chilkat < 10.0.0
    EXEC @hr = sp_OACreate 'Chilkat.Crypt2', @crypt OUT

    EXEC sp_OAMethod @crypt, 'SetEncryptCert', @success OUT, @cert
    IF @success = 0
      BEGIN
        EXEC sp_OAGetProperty @crypt, 'LastErrorText', @sTmp0 OUT
        PRINT @sTmp0
        EXEC @hr = sp_OADestroy @cert
        EXEC @hr = sp_OADestroy @bd
        EXEC @hr = sp_OADestroy @crypt
        RETURN
      END

    EXEC sp_OASetProperty @crypt, 'CryptAlgorithm', 'PKI'

    -- Indicate the underlying symmetric encryption to be used:
    EXEC sp_OASetProperty @crypt, 'Pkcs7CryptAlg', 'aes'
    EXEC sp_OASetProperty @crypt, 'KeyLength', 256
    EXEC sp_OASetProperty @crypt, 'CipherMode', 'cbc'

    EXEC sp_OAMethod @crypt, 'CkEncryptFile', @success OUT, 'qa_data/openssl/hello.txt', 'qa_output/hello.txt.enc'
    IF @success = 0
      BEGIN
        EXEC sp_OAGetProperty @crypt, 'LastErrorText', @sTmp0 OUT
        PRINT @sTmp0
        EXEC @hr = sp_OADestroy @cert
        EXEC @hr = sp_OADestroy @bd
        EXEC @hr = sp_OADestroy @crypt
        RETURN
      END


    PRINT 'Success.'

    EXEC @hr = sp_OADestroy @cert
    EXEC @hr = sp_OADestroy @bd
    EXEC @hr = sp_OADestroy @crypt


END
GO