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.
Letters in Organic Chemistry
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:
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.
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S.B. Goncalves Raoni, T. da Silva Emerson and N. de Souza Marcus Vinicius, An Environmentally Friendly, Scalable and Highly Efficient Synthesis of (S,S)-Ethambutol, a First Line Drug against Tuberculosis, Letters in Organic Chemistry 2015; 12 (7) . https://dx.doi.org/10.2174/1570178612666150521235908
DOI https://dx.doi.org/10.2174/1570178612666150521235908 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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