209741-91-3Relevant articles and documents
Facile synthesis of β-amino disulfides, cystines, and their direct incorporation into peptides
Nasir Baig,Kanimozhi, Catherine K.,Sudhir, V. Sai,Chandrasekaran, Srinivasan
experimental part, p. 1227 - 1232 (2009/09/06)
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. Georg Thieme Verlag.
Novel methods for the synthesis of 3-arylmethyl-4-thiazolidine carboxylic acid-2-thiones and their methyl esters
Ghiaci,Tabrizi
, p. 10 - 14 (2007/10/03)
Reductive amination, using benzaldehyde derivatives and sodium borohydride, on L-cystine yields N,N'-di (arylmethyl) cystines 7a-c which can be converted into N, N'-di(arylmethyl) cystine dimethyl esters 8a-c by esterification. The reductive reaction by zinc, hydrochloric acid and methanol on the derivatives 7 and 8 yields the thiols 4a-c and 5a-c, respectively which on reaction with CS2 or EtOCS2K are further converted into 3-arylmethyl-4-thiazolidine carboxylic acid-2-thiones 1a-c and their methyl esters 2a-c. Compounds 2a-c are also produced by esterification of 1a-c. Fewer reaction steps and higher yields are the advantages of these methods.
