Efficient and stereoselective synthesis of the disaccharide fragment of incednine.
Efficient and stereoselective synthesis of a disaccharide fragment, 2-deoxy-4-O-(N'-monodemethyl-D-forosaminyl)-2-methylamino-β-D-xylopyranoside, of a novel antibiotic, incednine (1), is described. The key β-stereoselective formation of a 2,3,4,6-tetradeoxy-4-methylamino glycoside bond was achieved by remote participation-assisted glycosylation.
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
Takashi
T
Ohtani
Shohei
S
Sakai
Akira
A
Takada
Daisuke
D
Takahashi
Kazunobu
K
Toshima
D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
C570062:2-deoxy-4-O-(N'-monodemethyl-D-forosaminyl)-2-methylamino-beta-D-xylopyranoside; D004187:Disaccharides; D007769:Lactams; C527896:incednine