Synthetic Communications p. 923 - 937 (1997)
Update date:2022-08-03
Topics:
Kiessling, Anthony J.
McClure, Cynthia K.
An efficient two step transformation of 1°and 2°amides to methyl and ethyl esters has been developed using trimethyl- and triethyloxonium tetrafluoroborates, and dilute acid. This methodology was applied to 1-benzyl-4-phenylamino-4-piperidinecarboxamide, a precursor in the synthesis of carfentanil, to produce the methyl ester in 60% yield and the ethyl ester in 80% yield.
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