187330-14-9Relevant articles and documents
A new strategy for stereoselective synthesis of sialic acid-containing glycopeptide fragment
Wang, Zhi-Guang,Zhang, Xu-Fang,Ito, Yukishige,Nakahara, Yoshiaki,Ogawa, Tomoya
, p. 1901 - 1908 (2007/10/03)
Sialic acid donor 5, which has a thiophenyl group as a stereocontrolling auxiliary and thiomethyl group as a leaving group was prepared and subjected to model glycosylation. Reactions with acceptor substrates 6, 7, and 8 gave coupled products 9b, 10b, and 11b, respectively, in a higher efficiency than previously observed for the bromide 1a. This reaction was further applied to the synthesis of protected glyco-amino acid fragment 12, that is strategically designed for the synthesis of sialic acid containing glycopeptides.