Synthesis of Isotopically Labeled Anti-HIV Nucleoside Islatravir through a One-Pot Biocatalytic Cascade Reaction

Synthesis of Isotopically Labeled Anti-HIV Nucleoside Islatravir through a One-Pot Biocatalytic Cascade Reaction

We report the synthesis of the carbon-14-labeled unnatural nucleoside islatravir, an investigational HIV drug, through a one-pot biocatalytic cascade starting from acetaldehyde-2- 14 C. Combining enzymatic reactions into multistep biocatalytic cascades accelerates delivery and increases the yield, a...

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Bibliographic Details
Published in:Organic process research & development Vol. 25; no. 3; pp. 516 - 521
Main Authors: Ren, Sumei, Huffman, Mark A, Whittaker, Aaron M, Yang, Hao, Nawrat, Christopher C, Waterhouse, David J, Maloney, Kevin M, Strotman, Neil A
Format: Journal Article
Language:English
Published: American Chemical Society 19-03-2021
Subjects:
carbon-14
islatravir
cascade
biocatalysis
nucleoside
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Summary:We report the synthesis of the carbon-14-labeled unnatural nucleoside islatravir, an investigational HIV drug, through a one-pot biocatalytic cascade starting from acetaldehyde-2- 14 C. Combining enzymatic reactions into multistep biocatalytic cascades accelerates delivery and increases the yield, and in this synthesis it has the added benefits of eliminating handling of radioactive intermediates and minimizing radioactive waste.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.0c00476