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Legacy pkcs12 ciphers tests

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Use legacy PKCS#12 container with RC2-40-CBC private key and certificate encryption algorithm
This commit is contained in:
olszomal 2022-11-29 10:03:19 +01:00 committed by Michał Trojnara
parent 8bba4496c0
commit c48a6cdef0
25 changed files with 329 additions and 296 deletions
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13
cmake/CMakeTest.cmake
View File

@ -20,6 +20,7 @@ file(COPY
DESTINATION "${CONF}" DESTINATION "${CONF}"
) )
set(legacy_p12 "-pkcs12" "${CERTS}/legacy.p12" "-readpass" "${CERTS}/password.txt")
set(priv_p12 "-pkcs12" "${CERTS}/cert.p12" "-readpass" "${CERTS}/password.txt") set(priv_p12 "-pkcs12" "${CERTS}/cert.p12" "-readpass" "${CERTS}/password.txt")
set(priv_spc "-certs" "${CERTS}/cert.spc" "-key" "${CERTS}/key.pvk" "-pass" "passme") set(priv_spc "-certs" "${CERTS}/cert.spc" "-key" "${CERTS}/key.pvk" "-pass" "passme")
set(priv_der "-certs" "${CERTS}/cert.pem" "-key" "${CERTS}/key.der" "-pass" "passme") set(priv_der "-certs" "${CERTS}/cert.pem" "-key" "${CERTS}/key.der" "-pass" "passme")
@ -61,7 +62,7 @@ set(verify_opt "-CAfile" "${CERTS}/CACert.pem"
) )
set(extensions_4 "exe" "ex_" "msi" "cat") set(extensions_4 "exe" "ex_" "msi" "cat")
set(extensions_3 "exe" "ex_" "msi") set(extensions_3 "exe" "ex_" "msi")
set(files_4 "signed" "nested" "added") set(files_4 "legacy" "signed" "nested" "added")
set(files_3 "removed" "attached_pem" "attached_der") set(files_3 "removed" "attached_pem" "attached_der")
set(sign_formats "pem" "der") set(sign_formats "pem" "der")
set(pem_certs "cert" "expired" "revoked") set(pem_certs "cert" "expired" "revoked")
@ -72,6 +73,15 @@ add_test(
COMMAND osslsigncode --version COMMAND osslsigncode --version
) )
foreach(ext ${extensions_4})
# Signing time: May 1 00:00:00 2019 GMT
add_test(
NAME legacy_${ext}
COMMAND osslsigncode "sign" ${sign_opt} ${legacy_p12}
"-in" "${FILES}/unsigned.${ext}" "-out" "${FILES}/legacy.${ext}"
)
endforeach()
foreach(ext ${extensions_4}) foreach(ext ${extensions_4})
# Signing time: May 1 00:00:00 2019 GMT # Signing time: May 1 00:00:00 2019 GMT
set(sign_${ext}) set(sign_${ext})
@ -280,6 +290,7 @@ else()
endif() endif()
foreach(ext ${extensions_4}) foreach(ext ${extensions_4})
set(OUTPUT_FILES ${OUTPUT_FILES} "${FILES}/legacy.${ext}")
set(OUTPUT_FILES ${OUTPUT_FILES} "${FILES}/signed.${ext}") set(OUTPUT_FILES ${OUTPUT_FILES} "${FILES}/signed.${ext}")
set(OUTPUT_FILES ${OUTPUT_FILES} "${FILES}/nested.${ext}") set(OUTPUT_FILES ${OUTPUT_FILES} "${FILES}/nested.${ext}")
set(OUTPUT_FILES ${OUTPUT_FILES} "${FILES}/removed.${ext}") set(OUTPUT_FILES ${OUTPUT_FILES} "${FILES}/removed.${ext}")

30
tests/certs/CACert.pem
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@ -1,22 +1,22 @@
-----BEGIN CERTIFICATE----- -----BEGIN CERTIFICATE-----
MIIDoTCCAomgAwIBAgIUOK8lwJ8A1Oqw8jDAb3TF06ve+PcwDQYJKoZIhvcNAQEL MIIDoTCCAomgAwIBAgIUD5zM9oBx4OIRM05wnRjq2Ap2dlowDQYJKoZIhvcNAQEL
BQAwWDELMAkGA1UEBhMCUEwxFTATBgNVBAoMDG9zc2xzaWduY29kZTEgMB4GA1UE BQAwWDELMAkGA1UEBhMCUEwxFTATBgNVBAoMDG9zc2xzaWduY29kZTEgMB4GA1UE
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-----END CERTIFICATE----- -----END CERTIFICATE-----

16
tests/certs/CACertCRL.pem
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@ -2,12 +2,12 @@
MIIB9zCB4AIBATANBgkqhkiG9w0BAQsFADBgMQswCQYDVQQGEwJQTDEVMBMGA1UE MIIB9zCB4AIBATANBgkqhkiG9w0BAQsFADBgMQswCQYDVQQGEwJQTDEVMBMGA1UE
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-----END X509 CRL----- -----END X509 CRL-----

52
tests/certs/TSA.key
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@ -1,28 +1,28 @@
-----BEGIN PRIVATE KEY----- -----BEGIN PRIVATE KEY-----
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-----END PRIVATE KEY----- -----END PRIVATE KEY-----

30
tests/certs/TSA.pem
View File

@ -1,28 +1,28 @@
-----BEGIN CERTIFICATE----- -----BEGIN CERTIFICATE-----
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30
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BIN
tests/certs/cert.der
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Binary file not shown.

BIN
tests/certs/cert.p12
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62
tests/certs/cert.pem
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BIN
tests/certs/cert.spc
View File

Binary file not shown.

32
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-----END CERTIFICATE----- -----END CERTIFICATE-----

60
tests/certs/expired.pem
View File

@ -1,45 +1,45 @@
-----BEGIN CERTIFICATE----- -----BEGIN CERTIFICATE-----
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-----END CERTIFICATE----- -----END CERTIFICATE-----

30
tests/certs/intermediate.pem
View File

@ -1,22 +1,22 @@
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-----END CERTIFICATE----- -----END CERTIFICATE-----

BIN
tests/certs/key.der
View File

Binary file not shown.

55
tests/certs/key.pem
View File

@ -1,27 +1,28 @@
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-----END RSA PRIVATE KEY----- MKUIYvx+w976iv/A5rSEXA==
-----END PRIVATE KEY-----

BIN
tests/certs/key.pvk
View File

Binary file not shown.

60
tests/certs/keyp.pem
View File

@ -1,30 +1,30 @@
-----BEGIN RSA PRIVATE KEY----- -----BEGIN ENCRYPTED PRIVATE KEY-----
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-----END RSA PRIVATE KEY----- -----END ENCRYPTED PRIVATE KEY-----

BIN
tests/certs/legacy.p12 Normal file
View File

Binary file not shown.

62
tests/certs/revoked.pem
View File

@ -1,45 +1,45 @@
-----BEGIN CERTIFICATE----- -----BEGIN CERTIFICATE-----
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-----BEGIN CERTIFICATE----- -----BEGIN CERTIFICATE-----
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-----END CERTIFICATE----- -----END CERTIFICATE-----

BIN
tests/certs/revoked.spc
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Binary file not shown.

60
tests/certs/tsa-chain.pem
View File

@ -1,50 +1,50 @@
-----BEGIN CERTIFICATE----- -----BEGIN CERTIFICATE-----
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-----END CERTIFICATE----- -----END CERTIFICATE-----
-----BEGIN CERTIFICATE----- -----BEGIN CERTIFICATE-----
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-----END CERTIFICATE----- -----END CERTIFICATE-----

1
tests/certs/tsa-serial Normal file
View File

@ -0,0 +1 @@
ba458168626824fa059d68686df0f1eb

0
tests/certs/.gitignore → tests/conf/.gitignore vendored
View File

29
tests/conf/makecerts.sh
View File

@ -1,4 +1,4 @@
#!/bin/sh #!/bin/bash
result=0 result=0
@ -18,7 +18,6 @@ make_certs() {
script_path=$(pwd) script_path=$(pwd)
cd "${result_path}" cd "${result_path}"
mkdir "tmp/" mkdir "tmp/"
rm -rf "../certs"
# OpenSSL settings # OpenSSL settings
CONF="${script_path}/openssl_intermediate.cnf" CONF="${script_path}/openssl_intermediate.cnf"
@ -34,7 +33,7 @@ make_certs() {
touch "CA/index.txt" touch "CA/index.txt"
echo -n "unique_subject = no" > "CA/index.txt.attr" echo -n "unique_subject = no" > "CA/index.txt.attr"
$OPENSSL rand -hex 16 > "CA/serial" $OPENSSL rand -hex 16 > "CA/serial"
$OPENSSL rand -hex 16 > "tsa-serial" $OPENSSL rand -hex 16 > "tmp/tsa-serial"
echo 1001 > "CA/crlnumber" echo 1001 > "CA/crlnumber"
date > "makecerts.log" date > "makecerts.log"
"$OPENSSL" version 2>> "makecerts.log" 1>&2 "$OPENSSL" version 2>> "makecerts.log" 1>&2
@ -175,7 +174,25 @@ make_certs() {
2>> "makecerts.log" 1>&2 2>> "makecerts.log" 1>&2
test_result $? test_result $?
printf "\nConvert the certificate and the key into a PKCS#12 container\n" >> "makecerts.log" ssl_version=$("$OPENSSL" version)
if test "${ssl_version:8:1}" -eq 3
then
printf "\nConvert the certificate and the key into legacy PKCS#12 container with\
RC2-40-CBC private key and certificate encryption algorithm\n" >> "makecerts.log"
"$OPENSSL" pkcs12 -export -in tmp/cert.pem -inkey tmp/key.pem -out tmp/legacy.p12 -passout pass:"$password" \
-keypbe rc2-40-cbc -certpbe rc2-40-cbc -legacy \
2>> "makecerts.log" 1>&2
else
printf "\nConvert the certificate and the key into legacy PKCS#12 container with\
RC2-40-CBC private key and certificate encryption algorithm\n" >> "makecerts.log"
"$OPENSSL" pkcs12 -export -in tmp/cert.pem -inkey tmp/key.pem -out tmp/legacy.p12 -passout pass:"$password" \
-keypbe rc2-40-cbc -certpbe rc2-40-cbc \
2>> "makecerts.log" 1>&2
fi
test_result $?
printf "\nConvert the certificate and the key into a PKCS#12 container with\
AES-256-CBC private key and certificate encryption algorithm\n" >> "makecerts.log"
"$OPENSSL" pkcs12 -export -in tmp/cert.pem -inkey tmp/key.pem -out tmp/cert.p12 -passout pass:"$password" \ "$OPENSSL" pkcs12 -export -in tmp/cert.pem -inkey tmp/key.pem -out tmp/cert.p12 -passout pass:"$password" \
-keypbe aes-256-cbc -certpbe aes-256-cbc \ -keypbe aes-256-cbc -certpbe aes-256-cbc \
2>> "makecerts.log" 1>&2 2>> "makecerts.log" 1>&2
@ -230,9 +247,9 @@ make_certs() {
-a -s tmp/key.pem -a -s tmp/keyp.pem -a -s tmp/key.der -a -s tmp/key.pvk \ -a -s tmp/key.pem -a -s tmp/keyp.pem -a -s tmp/key.der -a -s tmp/key.pvk \
-a -s tmp/cert.pem -a -s tmp/cert.p12 -a -s tmp/cert.der -a -s tmp/cert.spc \ -a -s tmp/cert.pem -a -s tmp/cert.p12 -a -s tmp/cert.der -a -s tmp/cert.spc \
-a -s tmp/crosscert.pem -a -s tmp/expired.pem -a -s tmp/revoked.pem -a -s tmp/revoked.spc \ -a -s tmp/crosscert.pem -a -s tmp/expired.pem -a -s tmp/revoked.pem -a -s tmp/revoked.spc \
-a -s tmp/TSA.pem -a -s tmp/TSA.key -a -s tmp/tsa-chain.pem -a -s tmp/TSA.pem -a -s tmp/TSA.key -a -s tmp/tsa-chain.pem -a -s tmp/legacy.p12
then then
mkdir "../certs" mkdir -p "../certs"
cp tmp/* ../certs cp tmp/* ../certs
printf "%s" "keys & certificates successfully generated" printf "%s" "keys & certificates successfully generated"
else else

1
tests/conf/openssl_tsa_root.cnf
View File

@ -27,6 +27,7 @@ policy = policy_match
default_startdate = 20180101000000Z default_startdate = 20180101000000Z
default_enddate = 20280101000000Z default_enddate = 20280101000000Z
unique_subject = no unique_subject = no
email_in_dn = no
x509_extensions = tsa_extensions x509_extensions = tsa_extensions
[ policy_match ] [ policy_match ]