Postfix relay to Office 365 external recipients not delivered

Discussion in 'Server Operation' started by masonsed, Jan 25, 2013.

  1. masonsed

    masonsed New Member

    This may be bad using Microsoft on this forum, but I have an issue with Postfix relay to MS Office 365. I can send to internal addresses, but not external. I receive the following error message:

    550 5.7.1 Client does not have permissions to send as this sender (in reply to end of DATA command))

    I have setup a Microsoft SMTP server and it works fine, both internal and external, but Postfix will not deliver to external addresses. I know it has to be a configuration issue. I just can't pinpoint what it is. I really would prefer to use Postfix. I've used it before and never had any issues, but if I don't figure this out, I will have to go with MS:eek:

    Here is my

    # See /usr/share/postfix/ for a commented, more complete version

    # Debian specific: Specifying a file name will cause the first
    # line of that file to be used as the name. The Debian default
    # is /etc/mailname.
    myorigin = /etc/mailname

    smtpd_banner = $myhostname ESMTP $mail_name (Ubuntu)
    biff = no

    # appending .domain is the MUA's job.
    append_dot_mydomain = no

    # Uncomment the next line to generate "delayed mail" warnings
    #delay_warning_time = 4h

    readme_directory = no

    # TLS parameters
    smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache
    smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache

    # See /usr/share/doc/postfix/TLS_README.gz in the postfix-doc package for
    # information on enabling SSL in the smtp client.

    myhostname =
    alias_maps = hash:/etc/aliases
    alias_database = hash:/etc/aliases
    myorigin = /etc/mailname
    mydestination =,, , localhost
    relayhost = []:587
    mynetworks =, [::ffff:]/104 [::1]/128
    mailbox_size_limit = 0
    recipient_delimiter = +

    inet_interfaces = all

    smtp_sasl_auth_enable = yes
    smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
    smtp_sasl_security_options = noanonymous
    smtp_tls_CAfile = /etc/postfix/cacert.pem

    smtp_generic_maps = hash:/etc/postfix/generic
    smtp_sasl_mechanism_filter = login
    smtp_tls_loglevel = 1
    smtp_tls_security_level = may
    smtp_send_dummy_mail_auth = yes

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