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A Nucleophilic Deprotection of Carbamate Mediated by 2-Mercaptoethanol.

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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… Click to show full abstract

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 N,N-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.

Keywords: mediated mercaptoethanol; nucleophilic deprotection; carbamate mediated; deprotection; deprotection carbamate

Journal Title: Organic letters
Year Published: 2022

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