Preparation of D-cycloserine and 13C-labeled D-cycloserine

Nathan C. Thacker, Judit Molnár-Tóth, Judy L. Miska, Raul G Barletta, James M Takacs

Research output: Contribution to journalArticle

Abstract

D-Cycloserine (DCS), a second stage drug for the treatment of tuberculosis, is synthesized in 19.8% overall yield from DL-serine methyl ester. This synthetic route gives both enantiomers of cycloserine via a corrected and improved one pot resolution procedure using D- and L-tartaric acids. The route is used to synthesize a 13C-labeled derivative for use in biological studies.

Original languageEnglish (US)
Pages (from-to)1575-1582
Number of pages8
JournalHeterocycles
Volume86
Issue number2
DOIs
StatePublished - Dec 1 2012

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Cycloserine
Enantiomers
Tuberculosis
Derivatives
Pharmaceutical Preparations
serine methyl ester
tartaric acid

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Preparation of D-cycloserine and 13C-labeled D-cycloserine. / Thacker, Nathan C.; Molnár-Tóth, Judit; Miska, Judy L.; Barletta, Raul G; Takacs, James M.

In: Heterocycles, Vol. 86, No. 2, 01.12.2012, p. 1575-1582.

Research output: Contribution to journalArticle

Thacker, Nathan C. ; Molnár-Tóth, Judit ; Miska, Judy L. ; Barletta, Raul G ; Takacs, James M. / Preparation of D-cycloserine and 13C-labeled D-cycloserine. In: Heterocycles. 2012 ; Vol. 86, No. 2. pp. 1575-1582.
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