Facile Synthesis of beta-Amino Disulfides, Cystines, and Their Direct Incorporation into Peptides

Baig, Nasir RB and Kanimozhi, Catherine K and Sudhir, V Sai and Chandrasekaran, Srinivasan (2009) Facile Synthesis of beta-Amino Disulfides, Cystines, and Their Direct Incorporation into Peptides. In: Synlett (8). pp. 1227-1232.

PDF 3.pdf - Published Version Restricted to Registered users only Download (131kB) | Request a copy

Abstract

Herein, we report a simple and efficient methodology for the synthesis of beta-amino disulfides by regioselective ring opening of sulfamidates with benzyltriethylammonium tetrathiomolybdate [BnNEt3](2)MoS4. Stability and reactivity of different protecting groups under the reaction conditions have been discussed. This methodology has also been extended to serine and threonine derived sulfamidates to furnish cystine and 3,3'-dimethyl cystine derivatives.

Item Type:	Journal Article
Publication:	Synlett
Publisher:	Thieme Medical Publishers
Additional Information:	Copyright of this article belongs to Thieme Medical Publishers.
Keywords:	benzyltriethylammonium tetrathiomolybdate;beta-amino disulfides;sulfamidates;cystine; peptides.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	15 Dec 2009 10:26
Last Modified:	19 Sep 2010 05:46
URI:	http://eprints.iisc.ac.in/id/eprint/23472

Actions (login required)

View Item