Synthesis of L-(5-Chloro-2-pyridyl)glycine

Mark T. Edgar, George Pettit, Timothy S. Krupa

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

A practical synthesis of the new amino acid L-(5-chloro-2-pyridyl)glycine (2) was developed (Scheme I). The reaction sequence was initiated by condensing 2-chloro-5-nitropyridine with diethyl acetamidomalonate to afford diethyl (5-nitro-2-pyridyl)acetamidomalonate (5). Reduction of the 5-nitro group and application of the isoamyl nitrite-carbon tetrachloride reagent provided diethyl (5-chloro-2-pyridyl)acetamidomalonate (8). Selective base hydrolysis followed by enzymatic hydrolysis furnished amino acid 2.

Original languageEnglish (US)
Pages (from-to)396-400
Number of pages5
JournalJournal of Organic Chemistry
Volume44
Issue number3
DOIs
StatePublished - Jan 1 1979

ASJC Scopus subject areas

  • Organic Chemistry

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