AI Article Synopsis
- Two diastereoisomers of S-tert-butyl-beta-(trifluoromethyl)isocysteine were created through a series of chemical reactions.
- The process began with trifluoroacetimidoyl chloride reacting with the lithium enolate of tert-butyl alpha-tert-butylthioacetate.
- This was followed by selectively reducing the imino group using sodium borohydride, and finally removing the protective groups from N-aryl and tert-butyl esters.
Article Abstract
Both diastereoisomers of S-tert-butyl-beta-(trifluoromethyl)isocysteine have been synthesized stereoselectively by the sequential reactions of trifluoroacetimidoyl chloride with the lithium enolate of tert-butyl alpha-tert-butylthioacetate, followed by the diastereoselective reduction of the imino group with sodium borohydride in the presence of zinc(II) or di(ethylene glycol) dimethyl ether, and finally by the deprotection of N-aryl and tert-butyl ester groups.
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| http://dx.doi.org/10.1021/jo016108u | DOI Listing |
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