Nucleosides VIII: Synthesis of 2',3'-dideoxy- and 2',3'- didehydro- 2',3'-dideoxyisoguanosine as potential antiretroviral agents

Article abstract of DOI:10.1080/07328319608002427

2',3'-Didehydro-2',3'-dideoxyisoguanosine (2) and 2',3'dideoxyisoguanosine (3) have been synthesized by utilizing the Corey- Winter approach starting from isoguanosine. The 6-amino and 5'-hydroxy biprotected isoguanosine derivative was converted to the corresponding 2',3'- thionocarbonate, which was heated with triethyl phosphite to afford the 2',3'-olefinic product. Either a tert-butyldimethylsilyl or a 4,4'- dimethoxytrityl group was used in the protection of 5'-hydroxy function. Compounds 2 and 3 were found inactive against human immunodeficiency virus (HIV), human cytomegalovirus (HCMV), and herpes simplex virus type 1 (HSV- 1).

Full text of DOI:10.1080/07328319608002427

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Nucleosides and Nucleotides
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Nucleosides VIII: Synthesis of 2′, 3′-
Dideoxy- and 2′, 3′-Didehydro-2′,
3′-Di Deoxyisoguanosine as Potential
Antiretroviral Agents
Chien-Shu Chen a & Ji-Wang Chern a
a School of Pharmacy , College of Medicine, National Taiwan
University , No. 1, Section 1, Jen -Ai Road, Taipei, 100, Taiwan , ROC
Published online: 22 Aug 2006.
To cite this article: Chien-Shu Chen & Ji-Wang Chern (1996) Nucleosides VIII: Synthesis of 2′, 3′-
Dideoxy- and 2′, 3′-Didehydro-2′, 3′-Di Deoxyisoguanosine as Potential Antiretroviral Agents,
Nucleosides and Nucleotides, 15:7-8, 1253-1261, DOI: 10.1080/07328319608002427
To link to this article: http://dx.doi.org/10.1080/07328319608002427
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