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Five-Step Enantioselective Synthesis of Islatravir via Asymmetric Ketone Alkynylation and an Ozonolysis Cascade. | LitMetric
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Five-Step Enantioselective Synthesis of Islatravir via Asymmetric Ketone Alkynylation and an Ozonolysis Cascade.

Niki R Patel Mark A Huffman Xiao Wang Bangwei Ding Mark McLaughlin Justin A Newman Teresa Andreani Kevin M Maloney Heather C Johnson Aaron M Whittaker

Chemistry

Department of Process Research and Development, MRL, Merck & Co., Inc., Rahway, NJ, 07065, USA.

Published: November 2020

A 5-step enantioselective synthesis of the potent anti-HIV nucleoside islatravir is reported. The highly efficient route was enabled by a novel enantioselective alkynylation of an α,β-unsaturated ketone, a unique ozonolysis-dealkylation cascade in water, and an enzymatic aldol-glycosylation cascade.

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 Source
http://dx.doi.org/10.1002/chem.202003091DOI Listing

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