Selective tert-butyl ester deprotection in the presence of acid labile protecting groups with use of ZnBr2 |
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Authors: | Kaul Ramesh Brouillette Yann Sajjadi Zohreh Hansford Karl A Lubell William D |
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Institution: | Département de chimie, Université de Montréal, C.P. 6128, Succursale Centre Ville, Montréal, Québec, Canada H3C 3JC. |
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Abstract: | Chemoselective hydrolysis of tert-butyl esters in the presence of other acid-labile groups has been explored by employing alpha-amino esters and ZnBr(2) in DCM. Although N-Boc and N-trityl groups were found to be labile, PhF protected amines were compatible with these Lewis acid deprotection conditions such that a variety of N-(PhF)amino acids were prepared in good yields from their corresponding tert-butyl esters. |
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