V5.0 does not requires full DOS environment. You should be able to install the Version 5.0 software directly off the CD-ROM. First install the JRE 1.3.1 in the default directory (C:\Program Files\) and then run the "SetupTL5.exe" file.
The DOS Version 4.13 bundled in the CD-ROM would need to be run in a full DOS environment. Since you are using the T100MD888+ you do not need to use the DOS version of the software.