Synthetic Studies Toward 3’-C-puromycin Analogs

Authors

• Giuseppe Gumina, Presbyterian CollegeFollow
• Carolina Moracho, Presbyterian College
• Brent D. Feske, Georgia Southern UniversityFollow

Document Type

Article

Publication Date

8-31-2016

Publication Title

Journal of Chemical Data Collections

DOI

10.1016/j.cdc.2016.04.001

ISSN

2405-8300

Abstract

We devised a synthetic scheme based on a Horner–Wadsworth–Emmons olefination followed by a stereoselective reduction in the attempt to synthesize a puromycin analog that cannot be metabolized to a known nephrotoxic 3′-aminonucleoside. This procedure allowed the synthesis of a fully protected nucleoside precursor of the target molecule. However, the last step proceeded with a surprising outcome, providing a dimethyl amide instead of the expected amino ketone derivative.

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Recommended Citation

Gumina, Giuseppe, Carolina Moracho, Brent D. Feske. 2016. "Synthetic Studies Toward 3’-C-puromycin Analogs." Journal of Chemical Data Collections, 2: 49-55. doi: 10.1016/j.cdc.2016.04.001
https://digitalcommons.georgiasouthern.edu/chem-facpubs/122

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