Molecular and crystal structure of methyl 2,3,4-tri-O-acetyl-β-d-xylopyranosyl-(1 → 2)-3-O-benzyl-4,6-O-benzylidene-α-d-mannopyranoside

✍ Scribed by Osamu Kanie; Tadahiro Takeda; Keiichiro Hatano

• Publisher: Elsevier Science
• Year: 1995
• Tongue: English
• Weight: 306 KB
• Volume: 276
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(95)00190-5

✦ Synopsis

Acylated ]3-o-xylopyranose derivatives are known to exist as a mixture of the 1C 4 and 4C I conformers in rapid equilibrium in solution [3]. Several conformations have also been reported for/3-D-xylopyranose derivatives in the solid state [4]. In the course of our study to investigate the functions of unique oligosaccharides expressed on the spermatozoa of a bivalve, we synthesized ]3-D-xylopyranose-containing oligosaccharides as intermediates. We also reported these compounds existed as mixtures of the 1 C4 and 4C1 conformers in CDC13 solution at ambient temperature [5]. Among such compounds, we could obtain the crystals of a fully protected /3-o-Xyl-(1 ~ 2)-a-D-Man derivative that was ideal to confirm the structure. Now the molecular structure of the disaccharide as determined by X-ray crystallography is reported herein. "' ~ Part XI. Synthetic Studies on Oligosaccharides of a Glycolipid from the Spermatozoa of Bivalves. For Parts IX and X, see refs [1,2].