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Synlett 2009(8): 1227-1232
DOI: 10.1055/s-0028-1088133
DOI: 10.1055/s-0028-1088133
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New York
Facile Synthesis of β-Amino Disulfides, Cystines, and Their Direct Incorporation into Peptides
Weitere Informationen
Publikationsverlauf
Received
26 January 2009
Publikationsdatum:
08. April 2009 (online)


Abstract
Herein, we report a simple and efficient methodology for the synthesis of β-amino disulfides by regioselective ring opening of sulfamidates with benzyltriethylammonium tetrathiomolybdate [BnNEt3]2MoS4. 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.
Key words
benzyltriethylammonium tetrathiomolybdate - β-amino disulfides - sulfamidates - cystine - peptides