Ammonium formate catalytic transfer hydrogenation: a convenient method for removal of halogenated benzyloxycarbonyl and benzyl protecting groups in peptide synthesis

Channe gowda, D. and Rajesh, B. and Shankare gowda (2000) Ammonium formate catalytic transfer hydrogenation: a convenient method for removal of halogenated benzyloxycarbonyl and benzyl protecting groups in peptide synthesis. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem., 39B. pp. 504-508.

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Abstract

A new application of ammonium formate catalytic transfer hydrogenolysis, in the presence of palladized carbon, for removal of 2-chlorobenzyloxycarbonyl (2-ClZ), 2,6-dichlorobenzyl (2,6-Cl2Bzl), bromobenzyloxycarbonyl (BrZ) and phenacyl ester (OPa) from amino acids, peptides and high mol. weight polymers is reported. For example, Boc-Tyr(2,6-Cl2Bzl)-Gly-Gly-Phe-Leu-OC4H9-t was deblocked in \textless 15 min. with a yield of �92%. For longer peptides, ammonium formate deblocking gave a yield of �87%, vs. 52% for HF treatment.

Item Type: Article
Additional Information: Publisher: National Institute of Science Communication, CSIR
Uncontrolled Keywords: ammonium formate hydrogenolysis preparation peptide deblocking protective group
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Dhruva Kumar
Date Deposited: 28 Apr 2021 13:49
Last Modified: 28 Apr 2021 13:49
URI: http://eprints.uni-mysore.ac.in/id/eprint/12818

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