>  Did anybody succeeded to compile it with djgpp?

You can use djgpp if you only need libcrypto. It should work with 
configuring it as linux-aout.

If you want to use libssl, you must build a Windows program
(DOS programs can use Winsock only with evil tricks). You can do
that with the djgpp if you install the RSXNTDJ package, but I would
strongly recommend using Mingw32 instead.

Installing Mingw is a snap, and it can coexist with djgpp (you must
use the Cygwin make instead of the djgpp one, though).

ftp://ftp.xraylith.wisc.edu/pub/khan/gnu-win32/mingw32/egcs-1.1.2

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