Radical mediated synthesis of N-acetyl-d-galactosamine containing C-disaccharides via a temporary phosphoramidic connection

✍ Scribed by Gilles Rubinstenn; Jacques Esnault; Jean-Maurice Mallet; Pierre Sinaÿ

• Book ID: 104361164
• Publisher: Elsevier Science
• Year: 1997
• Tongue: English
• Weight: 671 KB
• Volume: 8
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(97)00141-9

✦ Synopsis

The C-disaccharide {(X-D-GalNAc-C-(I~4)-13-D-GIc-OMe} and its interglycosidic 13 anomer were synthesized by radical coupling of phenyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-l-seleno-0~-D-galactopyranoside onto methyl 2,6-di-O-benzyl-4-deoxy-4-C-methylene-13-D-xylo-hexopyranoside, which are temporarily connected through a phosphoramido tether. A similar reaction was performed with methyl 2,3-di