ISSN:
0899-0042
Keywords:
chemoselective reduction
;
disiamylborane
;
(-)-2′-deoxy-3′-thiacytidine
;
(1′R,2′S,5′R)-menthyl-(5R)-acetoxy-1,3-oxathiolan-(2R)-carboxylate
;
Lamivudine
;
3TCTM
;
chiral HPLC
;
chiral stationary phase
;
Pirkle β-GEM 1 column
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Chemoselective reduction of one isomer of the 1-menthylester of 1,3-oxathiolan-5-one-2-carboxylic acid produces a mixture of four lactol diastereomers from which the title compound was isolated after acylation. The isomeric purity and absolute stereochemistry were determined by spectroscopic methods, chiral HPLC techniques, and conversion to (-)-2′-deoxy-3′-thiacytidine (Lamivudine, 3TCTM). © 1994 Wiley-Liss, Inc.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chir.530060217
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