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Literature DB >> 15341966

Synthesis of enantiomerically pure D-FDOC, an anti-HIV agent.

Shuli Mao¹, Martin Bouygues, Christopher Welch, Mirlinda Biba, Jen Chilenski, Raymond F Schinazi, Dennis C Liotta.

Abstract

The beta-D-enantiomer of FDOC (2',3'-dideoxy-5-fluoro-oxacytidine) exhibits potent anti-HIV-1 activity. It was obtained in optically pure form by employing a tandem kinetic resolution/chiral salt crystallization protocol. In addition, conditions were developed that allowed the unwanted butyrate ester of the L-enantiomer of FDOC to be racemized. This material could then be recycled in future resolutions.

Entities: Chemical Species

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Year: 2004 PMID： 15341966 DOI： 10.1016/j.bmcl.2004.07.016

Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823

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Cited

4 in total

1. Pharmacology and pharmacokinetics of the antiviral agent beta-D-2',3'-dideoxy-3'-oxa-5-fluorocytidine in cells and rhesus monkeys.

Authors: Brenda I Hernandez-Santiago; Huachun Chen; Ghazia Asif; Thierry Beltran; Shuli Mao; Selwyn J Hurwitz; Jason Grier; Harold M McClure; Chung K Chu; Dennis C Liotta; Raymond F Schinazi
Journal: Antimicrob Agents Chemother Date: 2005-07 Impact factor: 5.191

Synthesis of enantiomerically pure D-FDOC, an anti-HIV agent.

1. Pharmacology and pharmacokinetics of the antiviral agent beta-D-2',3'-dideoxy-3'-oxa-5-fluorocytidine in cells and rhesus monkeys.

2. Pharmacokinetics of the anti-human immunodeficiency virus agent 1-(beta-D-dioxolane)thymine in rhesus monkeys.

Review 3. Advance of structural modification of nucleosides scaffold.

Review 4. A Review of the Ongoing Research on Zika Virus Treatment.