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Synthesis of the four diastereoisomers of 3-thymine-1-(butoxycarbonyl)aminocyclopentane-1-carboxylic acid |
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| Authors: | Nicola M Howarth Laurence PG WakelinDavid M Walker |
| Institution: | a Chemistry, School of Engineering & Physical Sciences, William H. Perkin Building, Heriot-Watt University, Riccarton, Edinburgh EH14 4AS, UK b School of Medical Sciences, University of New South Wales, Sydney 2052, Australia |
| 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. |
| Keywords: | PNA homoserine analogues cyclic α α-disubstituted amino acids |
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