Getting a 401 http response (sometimes) while request is proper - api

i've been facing a problem lately and i don't know how to handle it, or even what the problem might be coming from.
Tools:
-MYSQL(for data base)
-JAVA EE web application(to service as back-end)
-Jersey 2.26 dependency (to service as API on top of web application /CORS filter implemented)
-Apache Tomcat/7.0.69 ( as web server where web app sets )
-Angular 4 ( as website and client to the API)
-CentOS Linux release 7.3 (Core) (Server operating system )
Problem:
once the request is sent to the API ( to a specific secured Endpoint ) lets call it customers, Sometimes the response is 401 Unauthorized, and in other times it works just fine, from the angular website for instance, if press f12 and follow the requests, i send the same request again ( for the one i got 401 for ) but this time it works, the JWT is valid and it works just fine, and its not that there is too many request going to the server, even if its few sometimes i get 401, but most of the time it works great.
the only thing in the code that can return 401 is the authentication filter, which checks the validity of token, but it looks fine to me.
i checked this article that talks about 401 response, but still, its hard for me to grasp the idea why it works good sometimes and not work other times for the same request. i get the 401 while checking with the website and also with checking with postman. so i guess it's not a cache or cookies thing, but i might be wrong to assume this.
any ideas on what might be wrong ? or where should i be checking for bugs or errors ?
Thanks allot

Set tomcat security to false .

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I have a solution that has my web application, my REST API, and my Identity Server 4. All of which are now on .net 5. Locally everything works fine, but once I load everything up to the server, I get an error on Postman.
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I would look at the response headers of the response from the API and see if this header gives any clues to why you are not authorized:
For example:
HTTP/1.1 401 Unauthorized
Date: Sun, 02 Aug 2020 11:19:06 GMT
WWW-Authenticate: Bearer error="invalid_token", error_description="The signature is invalid"
You should also make sure this flag is set to True in the AddJwtBearer config:
//True if token validation errors should be returned to the caller.
options.IncludeErrorDetails = true;
You can use a tool like Fiddler to do that.
Then I would look at the ASP.NET Core logfile to determine why it does not accept your token.
It took a bit, but with some help from Tore Nestenius, I was able to figure it out. Here's what I did with my final testing to get things working:
I used my Identity Server 4, hosted on our test server, as the authority. Then, I fired up my local API, so I could see the console. I was successful in getting the token, but when I went to request data through Postman, I got the same error about being unauthorized. I looked at the console and the error in the console basically said that the authority did not match what it was expecting. The difference turned out to be a forward slash. Once I made them match in my startup file, the API command worked.
The moral of the story here is make sure the authority you set up in your startup file is correct. If you are getting unauthorized issues, I would look there first.

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However, when I try to login into my account using the POST Data I retrieved from Firebug POST, it doesn't work and returns a 500 status error.
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http://build-failed.blogspot.pt/2012/07/load-testing-aspnet-mvc-part-3-jmeter.html
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Is it because I have cookies to store session and only unique users can login my web app at one time? I did add a cookie manager though.
BTW, this is on a deployed web application (not localhost).
Some photos, I blocked out all sensitive information (sorry) and some of the token's (Just in case?)
Are you sure you have static authentication token? May it dynamic?
Look at second video that deals with token at 5:37 min to understand how to extract dynamic authentication token.
Exept HTTP Cookie manager, try to add HTTP Cache manager

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T.I.A
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