4.4 Article

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

Journal

SYNLETT
Volume -, Issue 8, Pages 1227-1232

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0028-1088133

Keywords

benzyltriethylammonium tetrathiomolybdate; beta-amino disulfides; sulfamidates; cystine; peptides

Funding

  1. CSIR New Delhi
  2. IISc

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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.

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