Configuring IIS and DNS for Exchange 2013 running on Second Win2012 R2 Server

Hi Folks,
I have a Windows 2012 R2 Server with Essentials role and I'm running a Hyper-V instance of Windows 2012 R2 with Exchange 2013 installed joined to domain.  I have been through the wizards and the Exchange Server deployment wizard but I'm stuck with configuring
DNS records correctly.
Currently I can browse to https://remote.contoso.com externally and internally which works as expected but not https://remote.contoso.com/owa or any other Exchange pages.  All I get is 404 - File or directory not found.  However if I browse
internally to https://exchangeserver.domain.local/owa it works. So I'm guessing 404 is coming from the DC server not the exchange server.  Hence I think its DNS.
Although I have noticed that IIS is on the DC and the Exchange server, showing different Sites.  Does this have anything to do with the issue at hand.  Also the guides are not perfectly clear on how to add the DNS CNAME records.
Would someone be so kind as to point me in the right direction.
Thank you 

Hi Jatin,
It turned out to be a little more involved in the end.  I had to call Microsoft in the end.  ARRconfig wasn't running correctly and after creating a new certificate it was able to run successfully.  I'm waiting for the detailed report which
will hopefully explain the issue with Bindings between the two IIS on Essentials and Exchange 2013 which was also and issue.
Then I had an issue trying to connect Outlook clients to Exchange.  The resolution for this was:
Created new SAN certificate with issued to name as “mail.pinewoodonline.co.uk” using the CA server
OutlookProvider EXCH and EXPR value was not set
Set OutlookProvider EXCH and EXPR value as “msstd:mail.pinewoodonline.co.uk” by running the below command
Set-OutlookProvider EXPR -Certprincipalname msstd:mail.pinewoodonline.co.uk
Set-OutlookProvider EXCH -CertPrincipalName msstd:mail.pinewoodonline.co.uk
All seems good now.  I will post the report as soon as I get it.  This took 6 hours on the phone to Microsoft.  Wasn't easy.
Thanks
Brandan

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