Synthesis of the four diastereoisomers of 3-thymine-1-(tbutoxycarbonyl)aminocyclopentane-1-carboxylic acid

Nicola M. Howarth, L. P G Wakelin, David M. Walker

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

Synthetic routes to all four diastereoisomers of 3-thymine-1-(tbutoxycarbonyl)aminocyclopentane-1-carboxylic acid have been developed starting from the commercially available (S)-dimethyl malate. The key step in the synthesis involves dialkylation of N-(diphenylmethylene)glycine ethyl ester with 1,4-diiodo-2(S)-trityloxybutane. © 2003 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)695-698
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number4
DOIs
Publication statusPublished - 20 Jan 2003

Keywords

  • Cyclic α,α-disubstituted amino acids
  • Homoserine analogues
  • PNA

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