logic involved

There are many md5 utilities for Windows, but very few that  …

• are free/open source,
• create checksums for multiple files,
• export checksums to a file,
• and verify md5 sums from a list of files.

In short: if you need a very good tool, then use the Swiss File Knife (sfk).

For creating checksums for all your files in the current directory and storing the individual checksums in checksum.md5, execute this:

sfk md5gento checksum.md5 .

And for validating the checksums of all files in the current directory, execute this:

sfk md5check checksum.md5

That’s it

You are looking for a Python version to run from your USB drive? Then relax and head right over to python.org! They provide up-to-date versions of Portable Python. Even more, they bundle all the plugins you will need on Windows:
* Django-1.0.2-final
* IPython-0.9.1
* PIL-1.1.6
* Py2exe-0.6.9
* PyGame-1.8.1
* PyReadline-1.5
* PyScripter v1.9.9.6
* PyWin32-212
* Rpyc-2.60
* SPE-0.8.4.c
* wxPython-unicode-2.8.9.1

Ok, nearly all the plugins you will need

Have a look at pymssql.sf.net for a  Microsoft SQL Server module.