"Share With" email is not sent via hybrid environement

Hello,
we have an issue with "Share With" functionality from SharePoint On Premise in Hybrid configuration.
By Design
the account used to send an "Share With" functionality is Current
user who send the invitation.
Context
- Office365
- Exchange Online
- SMTP on IIS ARR Reverse PRoxy on DMZ (Anonymous account for sending mail)
Issue
When a user share a site by Email.
Mail is sent from SMTP on IISARR RP to Office 365 Excnage Online. But office 365 said
unauthorized then the mail goes to badMail on SMTP server.
How can we work it out to success to make "Share with" on our Hybrid environement.
How can we enable Anonymous mail on Office 365 to make it work
Thank you very much
Julien DUPRAT

Can you ask MS to use your MAIL server to send email. This way you can manage restriction on email
It is not feasible for any SMTP server(mail server) to send email from anonmous. This will get there SMTP server blacklisted
If this helped you resolve your issue, please mark it Answered

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