Abstract

Two efficient synthetic routes to (S,S)-ethambutol, a first line drug used for tuberculosis treatment, based on the chiral pool approach viewing L-methionine as a starting material are reported. Several advantages over the traditional synthetic routes were observed: simple, safe, inexpensive reagents, and minimum byproduct formation. The key intermediate (S)-(+)-2-amino-1-butanol was obtained in its enantiomerically pure form from the corresponding aminobutyric acid.

Keywords: Drugs, L-methionine, 1, 2-diamine, (S)-(+)-2-amino-1-butanol, (S, S)-ethambutol, tuberculosis.

Graphical Abstract