Skip to content
New issue

Have a question about this project? Sign up for a free GitHub account to open an issue and contact its maintainers and the community.

By clicking “Sign up for GitHub”, you agree to our terms of service and privacy statement. We’ll occasionally send you account related emails.

Already on GitHub? Sign in to your account

Test PKCS7 Signature #5

Merged
merged 2 commits into from
Oct 22, 2023
Merged
Show file tree
Hide file tree
Changes from all commits
Commits
File filter

Filter by extension

Filter by extension

Conversations
Failed to load comments.
Loading
Jump to
Jump to file
Failed to load files.
Loading
Diff view
Diff view
1 change: 1 addition & 0 deletions lib/rubrik.rb
Original file line number Diff line number Diff line change
Expand Up @@ -12,4 +12,5 @@ class Error < StandardError; end
require_relative "rubrik/document/increment"
require_relative "rubrik/document/serialize_object"
require_relative "rubrik/fill_signature"
require_relative "rubrik/pkcs7_signature"
require_relative "rubrik/sign"
5 changes: 1 addition & 4 deletions lib/rubrik/fill_signature.rb
Original file line number Diff line number Diff line change
@@ -1,8 +1,6 @@
# typed: true
# frozen_string_literal: true

require "openssl"

module Rubrik
module FillSignature
extend T::Sig
Expand Down Expand Up @@ -55,8 +53,7 @@ def call(io, signature_value_ref:, private_key:, public_key:, certificate_chain:
io.pos = second_offset
data_to_sign += T.must(io.read(second_length))

signature = OpenSSL::PKCS7.sign(public_key, private_key, data_to_sign, certificate_chain,
OpenSSL::PKCS7::DETACHED | OpenSSL::PKCS7::BINARY).to_der
signature = PKCS7Signature.call(data_to_sign, private_key:, certificate: public_key)
hex_signature = T.let(signature, String).unpack1("H*")

padded_contents_field = "<#{hex_signature.ljust(Document::SIGNATURE_SIZE, "0")}>"
Expand Down
24 changes: 24 additions & 0 deletions lib/rubrik/pkcs7_signature.rb
Original file line number Diff line number Diff line change
@@ -0,0 +1,24 @@
# typed: true
# frozen_string_literal: true

require "openssl"

module Rubrik
module PKCS7Signature
extend T::Sig
extend self

OPEN_SSL_FLAGS = OpenSSL::PKCS7::DETACHED | OpenSSL::PKCS7::BINARY

sig {params(
data: String,
private_key: OpenSSL::PKey::RSA,
certificate: OpenSSL::X509::Certificate,
certificate_chain: T::Array[OpenSSL::X509::Certificate]
).returns(String)
}
def call(data, private_key:, certificate:, certificate_chain: [])
OpenSSL::PKCS7.sign(certificate, private_key, data, certificate_chain, OPEN_SSL_FLAGS).to_der
end
end
end
29 changes: 29 additions & 0 deletions test/pkcs7_signature_test.rb
Original file line number Diff line number Diff line change
@@ -0,0 +1,29 @@
# frozen_string_literal: true
# typed: true

require "test_helper"

class Rubrik::PKCS7SignatureTest < Rubrik::Test
def test_signature_generation
# Arrange
certificate_file = File.open("test/support/demo_cert.pem", "rb")

private_key = OpenSSL::PKey::RSA.new(certificate_file, "")
certificate_file.rewind
certificate = OpenSSL::X509::Certificate.new(certificate_file)

# Act
raw_result = Rubrik::PKCS7Signature.call("test", private_key:, certificate:)

# Assert
result = OpenSSL::ASN1.decode(raw_result)

assert_kind_of(OpenSSL::ASN1::Sequence, result)

content_type = result.value.first
assert_equal("pkcs7-signedData", content_type.value)

ensure
certificate_file&.close
end
end
24 changes: 12 additions & 12 deletions test/rubrik/sign_test.rb
Original file line number Diff line number Diff line change
Expand Up @@ -23,13 +23,13 @@ def test_document_with_interactive_form

expected_output.readlines.zip(output_pdf.readlines).each do |(expected_line, actual_line)|
# We must erase the signature because it is timestampped
if T.must(actual_line).match?("/Type /Sig")
T.must(actual_line).sub!(/<[a-f0-9]+>/, "")
T.must(expected_line).sub!(/<[a-f0-9]+>/, "")
if actual_line&.match?("/Type /Sig")
actual_line.sub!(/<[a-f0-9]+>/, "")
expected_line.sub!(/<[a-f0-9]+>/, "")
# The signature field name is also random
elsif T.must(actual_line).match?("Signature-[a-f0-9]{4}")
T.must(actual_line).sub!(/Signature-[a-f0-9]{4}/, "")
T.must(expected_line).sub!(/Signature-[a-f0-9]{4}/, "")
elsif actual_line&.match?(/Signature-[a-f0-9]{4}/)
actual_line.sub!(/Signature-[a-f0-9]{4}/, "")
expected_line.sub!(/Signature-[a-f0-9]{4}/, "")
end

assert_equal(expected_line, actual_line)
Expand Down Expand Up @@ -59,13 +59,13 @@ def test_document_without_interactive_form

expected_output.readlines.zip(output_pdf.readlines).each do |(expected_line, actual_line)|
# We can't verify the signature because it changes on every run
if T.must(actual_line).match?("/Type /Sig")
T.must(actual_line).sub!(/<[a-f0-9]+>/, "")
T.must(expected_line).sub!(/<[a-f0-9]+>/, "")
if actual_line&.match?("/Type /Sig")
actual_line.sub!(/<[a-f0-9]+>/, "")
expected_line.sub!(/<[a-f0-9]+>/, "")
# The signature field name is also random
elsif T.must(actual_line).match?("Signature-[a-f0-9]{4}")
T.must(actual_line).sub!(/Signature-[a-f0-9]{4}/, "")
T.must(expected_line).sub!(/Signature-[a-f0-9]{4}/, "")
elsif actual_line&.match?(/Signature-[a-f0-9]{4}/)
actual_line.sub!(/Signature-[a-f0-9]{4}/, "")
expected_line.sub!(/Signature-[a-f0-9]{4}/, "")
end

assert_equal(expected_line, actual_line)
Expand Down