Well, I’m about out of ideas. Do you have or can you borrow another Windows
system 

you can test them on (temporarily)? If not and you can post or email, I’ll
try on mine.

 

Yes, before you install a root, it says “not trusted because not in Trusted
Root store”. 

That’s consistent and normal. When you open the server cert if it displays
the details

it didn’t have any trouble reading; it had trouble *validating* because it
couldn’t

find the issuer – which it should be able to.)

 

From: owner-openssl-us...@openssl.org
[mailto:owner-openssl-us...@openssl.org] On Behalf Of Damian Abalo Miron
Sent: Tuesday, March 11, 2014 03:52
To: 'openssl-users@openssl.org'
Subject: RE: Trouble creating my CA and signing my own certificates

 

Hello. I notice regarding the misstype, it’s ok.

Yes, the fields are different, and in the server certificate details I can
see that the issuer and the subject are different, while in the CA
certificate they are the same. Also I noticed that in the CA certificate,
certification path tab, I get the following message (Before installing the
certificate): 

-This CA Root certificate is not trusted because it is not in the Trusted
Root Certification Authorities store.

While in the other one, as I previously mention I get the following:

-The issuer of this certificate could not be found.

So it is quite clear that windows is having some troubles reading the server
certificate, even if you can see the proper issuer in the details tab. I am
just quite lost on why is this happening.

I am always on the same user, on windows 7 and yes, my machine is managed by
the organization, but I have administrator privileges and as long as I know
it is a normal version of windows without constraints, so that shouldn’t be
a problem.

 

Best Regards/Saludos/Cordialement/Mit freundlichen Grüßen

 

Damian Abalo Miron

EN-ICE-SIC

Ext 79976

 

From: owner-openssl-us...@openssl.org
[mailto:owner-openssl-us...@openssl.org] On Behalf Of Dave Thompson
Sent: 11 March 2014 03:39
To: openssl-users@openssl.org
Subject: RE: Trouble creating my CA and signing my own certificates

 

Aside: I mistyped the conversion, it is –inform and –outform (no at). But
(as you say) not needed.

 

One thing I didn’t think to ask: the Distinguished Name fields you entered
for the CA req/cert,

and for the server, are different, right? To check, when you open server.der
the “Issued to” 

(Subject in Details) and “Issued by” (Issuer) should be different; when you
select the root cert 

from your Trusted Root list and display it, it should have Subject and
Issuer the same, and the 

same as (only) Issuer in the server cert.

 

Other than that I’m running low. The Windows stores are per-user; are you
installing 

the root cert as one user but trying to open/use the server cert as a
different user? 

What Windows? I’ve only tested through Win7; I suppose it’s possible MS has
added 

some new checks or limitations in Win8. Is your machine managed by the
business 

(or org) you work for? There are lots of things that can be restricted by
group policy;

I don’t recall hearing of any like this, but that doesn’t remotely prove
such doesn’t exist.

 

 

From: owner-openssl-us...@openssl.org
[mailto:owner-openssl-us...@openssl.org] On Behalf Of Damian Abalo Miron
Sent: Monday, March 10, 2014 04:49
To: openssl-users@openssl.org
Subject: RE: Trouble creating my CA and signing my own certificates

 

Hello Dave.

First of all, thank you for your fast response.

I have tried what you said, and your new third command for converting PEM to
DER don’t seem to be working. But anyway this is not really necessary, as
you said, so I just went on without that step, and in the end I got the same
result. I can generate sever.der without problems, but when I open it on
windows it can’t find any issuer. Any ideas on what could be the sorce of
this problem? Remember that in the details tab it actually recognizes the
issuer, but in the Certification Path tab it doesn’t.

 

Best Regards/Saludos/Cordialement/Mit freundlichen Grüßen

 

Damian Abalo Miron

EN-ICE-SIC

Ext 79976

 

From: owner-openssl-us...@openssl.org
[mailto:owner-openssl-us...@openssl.org] On Behalf Of Dave Thompson
Sent: 07 March 2014 20:38
To: openssl-users@openssl.org
Subject: RE: Trouble creating my CA and signing my own certificates

 

Your third command ‘openssl –x509 –new –nodes –key root.key …’ can’t
possibly have worked.

Did you actually do ‘openssl *req* -x509 –new …’? If so, you created two
*different* root certs,

in different formats, root.pem and root.der, which is at best confusing and
could easily be wrong. 

If you want both formats, create one and then *convert* with 

openssl x509 –in root.pem –informat pem –out root.der –outformat der

or the reverse as applicable; pem is the default so that side can be
omitted.

But the Windows wizard can import a PEM cert so you don’t really need DER at
all,

although to double-click you need to change the extension or your file
association.

 

And in your sixth command –outform server.der can’t work. I assume it was
–outform der.

 

Finally, make sure your root is imported *into Trusted Root CAs* . If you
let the wizard 

“Automatically choose” it sometimes does Roots and sometimes does
Intermediates,

and I’ve not been able to determine exactly why. Intermediates won’t 

 

From: owner-openssl-us...@openssl.org
[mailto:owner-openssl-us...@openssl.org] On Behalf Of Damian Abalo Miron
Sent: Friday, March 07, 2014 11:18
To: 'openssl-users@openssl.org'
Subject: Trouble creating my CA and signing my own certificates

 

Hello All.

I am new using openssl, and I will probably be using it in the future, so I
started to play around a bit to understand how it works. What I tried to do
is create my own certification authority, create my own server certificate
and then sign it with the CA. I could manage to do this, without getting any
errors from openssl, but when I examine the certificate (on windows) I can
clearly see that something has gone wrong:

Looking at the server certificate, If I go to the details tab of the
certificate I can clearly see the Issuer, with all the different details of
the CA, but if I go to the Certification Path Tab, I can see this in the
status: The issuer of this certificate could not be found. Also in the
certification path where I should see the chain of the certification, the CA
is nowhere to be found, only the server certificate itself. Of course if I
add the CA as trusted, the server is still untrusted, since windows does not
recognize the server certificate as it was signed by the CA (even if we can
clearly see the CA as the issuer in the details window!)

 

Taking all this into account it is quite obvious that I have messed up some
step, and I hope you help me find what is wrong. Here are the different
commands that I made to make this set of certificates:

 

openssl genrsa -out root.key 2048

Generates root.key as the private key of the CA

 

openssl req -x509 -new -nodes -key root.key -days 360 -out root.pem

Generates root.pem

 

openssl -x509 -new -nodes -key root.key -days 360 -out root.der -outform der

Generates root.der 

 

openssl genrsa -out server.key 2048

Generates server.key, as the private key of the server

 

openssl req -new -key server.key -out server.csr

Generates server.csr, as a sign request

 

openssl x509 -req -in server.csr -CA root.pem -CAkey root.key
-CAcreateserial -out server.der -outform server.der -days 360

Generates server.der, as the final server certificate, signed by the CA.

 

After doing this, in theory, I install the certificate root.der into windows
and server.der should be automatically trusted, but this is not the case
cause it doesn’t recognize root.der as the signer of server.der

 

What I am doing wrong? Thank you for your time beforehand.

 

 

Best Regards/Saludos/Cordialement/Mit freundlichen Grüßen

 

Damian Abalo Miron

EN-ICE-SIC

Ext 79976

 

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