A Nucleophilic Deprotection of Carbamate Mediated by 2-Mercaptoethanol.

Org Lett

Mirati Therapeutics, 3545 Cray Court, San Diego, California 92121, United States.

Published: May 2022

Carbamates, typically used for the protection of amines, including Cbz, Alloc, and methyl carbamate, can be readily deprotected by treatment with 2-mercaptoethanol in the presence of potassium phosphate tribasic in ,-dimethylacetamide at 75 °C. This nucleophilic deprotection protocol is superior to the standard hydrogenolysis or Lewis acid-mediated deprotection conditions for substrates bearing a functionality sensitive to these more traditional methods.

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http://dx.doi.org/10.1021/acs.orglett.2c01410DOI Listing

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