Synthesis of chondroitin sulfate E octasaccharide in a repeating region involving an acetamide auxiliary.
Chondroitin sulfate E repeating octasaccharide was effectively synthesized in a stereocontrolled manner by adopting an acetamide-type disaccharide unit. In the tetrasaccharide synthesis we isolated a characteristic glycosyl imidate as a reactive intermediate. An acetamide auxiliary involves the glycosylation mechanism.
Tamura
Jun-Ichi
J
Department of Regional Environment, Faculty of Regional Sciences, Tottori University, Koyamacho-minami 4-101, Tottori 680-8551, Japan. jtamura@rstu.jp
Nakada
Yuka
Y
Taniguchi
Kayo
K
Yamane
Manami
M
D000081:Acetamides; D002809:Chondroitin Sulfates / Q000737:chemistry*; D006031:Glycosylation; D009844:Oligosaccharides / Q000138:chemical synthesis*
D000081:Acetamides; D009844:Oligosaccharides; C030686:acetamide; D002809:Chondroitin Sulfates