ENANTIOSELECTIVE ENZYMATIC-SYNTHESIS OF THE ANTIVIRAL AGENT LAMIVUDINE (3TC(TM))

Citation
J. Milton et al., ENANTIOSELECTIVE ENZYMATIC-SYNTHESIS OF THE ANTIVIRAL AGENT LAMIVUDINE (3TC(TM)), Tetrahedron letters, 36(38), 1995, pp. 6961-6964
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
38
Year of publication
1995
Pages
6961 - 6964
Database
ISI
SICI code
0040-4039(1995)36:38<6961:EEOTAA>2.0.ZU;2-F
Abstract
A novel enzymatic resolution of alpha-acetoxysulfides has been used as the key step in the synthesis of the important antiviral nucleoside a nalogue lamivudine. The synthesis proceeds via a configurationally sta ble hemithioacetal which cyclises in situ to form the required oxathio lane nucleus, which can then be converted into the target nucleoside i n 4 steps.