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.

Comments

Copyright belongs to Elsevier. Information regarding the dissemination and usage of journal articles can be accessed through the following links.

• Open access licenses

• Article Sharing

• Journal Embargo Period List

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