Synthesis of nucleoside 3′,5′-cyclic boranophosphorothioate, a new type of cyclic nucleotide

Ping Li; Barbara Ramsay Shaw

doi:10.1039/B207350A

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Synthesis of nucleoside 3′,5′-cyclic boranophosphorothioate, a new type of cyclic nucleotide†

Ping Li^a and Barbara Ramsay Shaw*^a

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* Corresponding authors

^a Paul M.Gross Chemical Laboratory, Department of Chemistry, Duke University, Durham, North Carolina, 27708-0346, USA
E-mail: brs@chem.duke.edu
Fax: 1-919-6601618
Tel: 1-919-6601551

Abstract

The first examples of a borane-containing doubly P-modified chiral cyclic nucleoside monophosphate (cNMP), e.g., thymidine and 5-fluoro-2′-deoxyuridine 3′,5′-cyclic boranophosphorothioates, have been synthesized; these cNMP analogues with increased lipophilicity could be potential anticancer prodrugs and useful probes for mechanistic studies.

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Supplementary files

Experimental details and spectral data DOC (37K)

Article information

DOI: https://doi.org/10.1039/B207350A
Article type: Communication
Submitted: 26 Jul 2002
Accepted: 03 Aug 2002
First published: 04 Nov 2002

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Chem. Commun., 2002, 2890-2891

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Synthesis of nucleoside 3′,5′-cyclic boranophosphorothioate, a new type of cyclic nucleotide

P. Li and B. Ramsay Shaw, Chem. Commun., 2002, 2890 DOI: 10.1039/B207350A

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Chemical Communications

Synthesis of nucleoside 3′,5′-cyclic boranophosphorothioate, a new type of cyclic nucleotide†

Abstract

Supplementary files

Article information

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Synthesis of nucleoside 3′,5′-cyclic boranophosphorothioate, a new type of cyclic nucleotide

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