Synthesis of the 2β,3β-, 2α,3β-, 2β,3α- and 2α,3α-isomers of 6β-hydroxy-3-(p-tolyl)tropane-2-carboxylic acid methyl ester

Lianyun Zhao, Alan P. Kozikowski

Research output: Contribution to journalArticlepeer-review

Abstract

6-Hydroxytropanone (8) was synthesized by a Mannich type condensation between acetonedicarboxylic acid, methylamine hydrochloride, and the hydrolysis product of 2,5-dimethoxydihydrofuran and was used as the key intermediate for the synthesis of the four racemic isomers of 6β-hydroxy-2- (methoxycarbonyl)-3-(p-tolyl)tropane.

Original languageEnglish (US)
Pages (from-to)4961-4964
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number27
DOIs
StatePublished - Jul 2 1999

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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