Tetrahedron letters

Chemoselective hydrolysis of tert-butyl esters in acetonitrile using molecular iodine as a mild and efficient catalyst

…, E Balanarsaiah, S Raghavendra, M Satyanarayana

Index: Yadav; Balanarsaiah; Raghavendra; Satyanarayana Tetrahedron Letters, 2006 , vol. 47, # 28 p. 4921 - 4924

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Citation Number: 27

Abstract

The tert-butyl ester group is a versatile protecting group for carboxylic acids. Since this group is stable at most mild basic conditions, it is a useful tool in the synthesis of amino acids, peptides and natural products. 1 Further, the tert-butoxycarbonyl (Boc) group is mainly used for the protection of amines. Hydrolysis of a tert-butyl ester group in the presence of Boc and vice versa are frequently encountered requirements in peptide and amino acid synthesis. Although several ...