Collect. Czech. Chem. Commun.
2002, 67, 1267-1276
https://doi.org/10.1135/cccc20021267
Synthesis of 2',3'-Dideoxy-2'-trifluoromethyl-N-azanucleosides
Feng-Ling Qinga,*, Jiang Yub and Xiang-Kai Fub
a College of Chemistry and Chemical Engineering, Donghua University, 1882 West Yanan Lu, Shanghai 200051, China
b College of Chemistry and Chemical Engineering, Southwest Normal University, Beibei, Chongqing, 400715, China
Abstract
The trifluoromethylation of (Z)/(E)-tert-butyl (4S)-4-(2'-ethoxycarbonyl-2'-bromoprop-1'-enyl)-2,2-dimethyloxazolidine-3-carboxylate (4), which is derived from chiral serine aldehyde, yields α-trifluoromethyl-α,β-unsaturated ester 1. Compound 1 is used as a key intermediate for the synthesis of a number of 2',3'-dideoxy-2'-trifluoromethyl-N-azanucleosides.
Keywords: Trifluoromethylation; α-Trifluoromethyl-α,β-unsaturated ester; Nucleosides; Azanucleosides; Aminosugars; Antivirals; Fluorinated compounds.
References: 30 live references.
