Chemistry: Faculty Publications (1990-2023)
Synthetic Studies Toward 3’-C-puromycin Analogs
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.
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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