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

✍ Scribed by Nicola M. Howarth; Laurence P.G. Wakelin; David M. Walker

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 203 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02696-5

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✦ Synopsis

Synthetic routes to all four diastereoisomers of 3-thymine-1-( t butoxycarbonyl)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.

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