Out of interest, I installed 18.04 in a VM and had no problems
installing the multi-arch libfreetype6-dev packages for and64 and i386.

That said, you’re largely out of luck when it comes to building Wine
from source on 18.04. Even the most recent point release (18.04.6) is
limited by many build-dependencies not being multi-arch ready.

Multi-arch support really improved after 18.04. I’m afraid you’ll need
to migrate to 20.04 or more recent.

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https://bugs.launchpad.net/bugs/990982

Title:
  [Multiarch] libfreetype6-dev:i386 dependencies issue

Status in freetype package in Ubuntu:
  Fix Released
Status in glibc package in Ubuntu:
  Fix Released

Bug description:
  I'm on
  alex@leon:~$ uname -a
  Linux leon 3.2.0-24-generic #37-Ubuntu SMP Wed Apr 25 08:43:22 UTC 2012 
x86_64 x86_64 x86_64 GNU/Linux

  It's a fresh 12.04 install from a mini 30MB iso dd'ed to a USB flash drive.
  So it's clean and up-to-date.

  I have libfreetype6 and libfreetype6-dev installed.
  To compile wine from source (32 and 64 bit version), I need both 32 and 64 
bit development packages of several libraries.

  For gcc, I had to install gcc-multilib instead of gcc:i386 (gcc and gcc:i386 
seem to be incompatible).
  But there is no freetype6-multilib package hence my bug report.

  I think the following console output will tell you more things than
  long sentences :

  alex@leon:~$ sudo apt-get install libfreetype6-dev:i386
  Reading package lists... Done
  Building dependency tree       
  Reading state information... Done
  The following package was automatically installed and is no longer required:
    libexpat1-dev
  Use 'apt-get autoremove' to remove them.
  The following extra packages will be installed:
    libc6-dev:i386 linux-libc-dev:i386 zlib1g-dev:i386
  Suggested packages:
    glibc-doc:i386 manpages-dev:i386
  Recommended packages:
    gcc:i386 c-compiler:i386
  The following packages will be REMOVED:
    build-essential dkms g++ gcc gcc-multilib libfontconfig1-dev
    libfreetype6-dev virtualbox-dkms
  The following NEW packages will be installed:
    libc6-dev:i386 libfreetype6-dev:i386 linux-libc-dev:i386 zlib1g-dev:i386
  0 upgraded, 4 newly installed, 8 to remove and 0 not upgraded.
  Need to get 6,832 kB of archives.
  After this operation, 17.2 MB of additional disk space will be used.
  Do you want to continue [Y/n]? ^C

  I'm sure you understand removing build-essential and gcc is not really
  something I want to do.

  Hopefully, wine provides a configure switch (--without-freetype) to
  workaround the issue.

  If you need more details, just let me know.

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