Synthesis of 2′-Deoxy-9-deaza Nucleosides Using Heck Methodology

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https://pubs.acs.org/doi/10.1021/jo400913k

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https://doi.org/10.1021/jo400913k
 http://hdl.handle.net/11603/39590

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Author/Creator ORCID

https://orcid.org/0000-0002-0154-3459

Date

2013-06-27

Type of Work

journal articles
postprints
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Citation of Original Publication

Temburnikar, Kartik, Kelin Brace, and Katherine L. Seley-Radtke. “Synthesis of 2′-Deoxy-9-Deaza Nucleosides Using Heck Methodology.” The Journal of Organic Chemistry 78, no. 14 (July 19, 2013): 7305–11. https://doi.org/10.1021/jo400913k.

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This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/jo400913k

Subjects

Abstract

During the synthesis of a series of 2′-deoxy-9-deaza nucleosides using Heck methodology, the necessity for a pyrrole protecting group was discovered. The results of this brief study revealed that the benzyloxymethyl (BOM) group proved optimal, and Heck coupling using Jeffery conditions increased the coupling yield significantly. The results are reported herein.