Synthesis of 3',4'-C-bishydroxymethyl-2',3',4'-trideoxy-β-L-threo- pentopyranosyl nucleosides as potential inhibitors of HIV

Article abstract of DOI:10.1080/15257779508009487

The synthesis of 3',4'-bishydroxymethyl-2',3',4'-trideoxy pentopyranosyl derivatives of thymine, uracil, cytosine, and adenine is described. trans- (3S,4S)-Bis(methoxycarbonyl)cyclopentanone (3) was converted to 1-O-acetyl- 3,4-C-bis[(tert-butyldiphenylsiloxy)methyl]-2,3,4-trideoxy-α,β-L-threo- pentopyranose (6), which was subsequently condensed with the silylated purine and pyrimidine bases.

Full text of DOI:10.1080/15257779508009487

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Synthesis of 3′,4′-C-
Bishydroxymethyl-2′,3′,4′-trideoxy-β-
L-threo-pentopyranosyl Nucleosides as
Potential Inhibitors of HIV
Åsa Lundquist a , Ingemar Kvarnström a , Stefan C. T. Svensson a
Björn Classon b & Bertil Samuelsson b c
,
a Department of Chemistry , Linköping University , S-581 83,
Linköping, Sweden
b Department of Organic Chemistry , Arrhenius Laboratory,
Stockholm University , S-106 91, Stockholm, Sweden
c Astra Hässle AB , S-431 83, Mölndal, Sweden
Published online: 24 Sep 2006.
To cite this article: Åsa Lundquist , Ingemar Kvarnström , Stefan C. T. Svensson , Björn Classon
& Bertil Samuelsson (1995) Synthesis of 3′,4′-C-Bishydroxymethyl-2′,3′,4′-trideoxy-β-L-threo-
pentopyranosyl Nucleosides as Potential Inhibitors of HIV, Nucleosides and Nucleotides, 14:7,
1493-1502, DOI: 10.1080/15257779508009487
To link to this article: http://dx.doi.org/10.1080/15257779508009487
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