ASYMMETRIC-SYNTHESIS OF ENANTIOMERICALLY PURE (-)-(1'R,4'R)-DIOXOLANE-THYMINE AND ITS ANTI-HIV ACTIVITY

An asymmetric synthesis leading to the enantiomerically pure dioxolone-T has been achieved and its crystal structure has been determined and compared to the previously reported racemate. (-)-(1'R,4'R)-Dioxolane-T was found to have potent and selective anti-HIV activity in primary human lym...

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Bibliographic Details
Published inTetrahedron letters Vol. 32; no. 31; pp. 3791 - 3794
Main Authors CHU, CK, AHN, SK, KIM, HO, BEACH, JW, ALVES, AJ, JEONG, LS, ISLAM, Q, VANROEY, P, SCHINAZI, RF
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 29.07.1991
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANALOGS
INVITRO
INFECTIVITY
ANTI-HIV
CONFORMATION
HUMAN-IMMUNODEFICIENCY-VIRUS
ASYMMETRIC SYNTHESIS
INHIBITION
PYRIMIDINE NUCLEOSIDES
DIOXOLANE-THYMINE
ANTIVIRAL ACTIVITY
AGENTS
TYPE-1
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Summary:An asymmetric synthesis leading to the enantiomerically pure dioxolone-T has been achieved and its crystal structure has been determined and compared to the previously reported racemate. (-)-(1'R,4'R)-Dioxolane-T was found to have potent and selective anti-HIV activity in primary human lymphocytes.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)79377-4