An Environmentally Friendly, Scalable and Highly Efficient Synthesis of (S,S)-Ethambutol, a First Line Drug against Tuberculosis

Authors: Gonçalves, R.S.B.; Da Silva, E.T.; De Souza, M.V.N.


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. Document Type: Research Article DOI: 10.2174/1570178612666150521235908 Publication date: 1 de Junho de 2015 [:en]

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. Document Type: Research Article DOI: 10.2174/1570178612666150521235908 Publication date: 1 de Junho de 2015 [:]

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