Title:An Environmentally Friendly, Scalable and Highly Efficient Synthesis of (S,S)-Ethambutol, a First Line Drug against Tuberculosis
VOLUME: 12 ISSUE: 7
Author(s):Raoni S.B. Goncalves, Emerson T. da Silva and Marcus Vinicius N. de Souza
Affiliation:Instituto de Tecnologia em Farmacos-Far-Manguinhos, Rio de Janeiro, Brazil.
Keywords:Drugs, L-methionine, 1, 2-diamine, (S)-(+)-2-amino-1-butanol, (S, S)-ethambutol, tuberculosis.
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.