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Synthesis of 1,3-di-O-alkyl-2-O-(β-glycosyl)glycerols bearing oligosaccharides as hydrophilic groups

✍ Scribed by Hiroyuki Minamikawa; Teiichi Murakami; Masakatsu Hato

Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
534 KB
Volume
72
Category
Article
ISSN
0009-3084

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✦ Synopsis

A novel series of synthetic glycolipids, i,3-di-O-alkyl-2-O-(/3-glycosyl)glycerols, and their efficient synthetic route were proposed. These glyceroglycolipids were synthesized in good overall yields and stereoselectivity in five steps via trichloroacetimidate glycosylation with 1,3-di-O-alkylglycerols. This route was applied to prepare the glycolipids bearing a cello-or malto-oligosaccharide with a definite number of sugar residues from one to six. Thin-layer chromatography, elemental analysis, nuclear magnetic resonance spectroscopy and infrared absorption spectroscopy confirmed that these glycolipids were chemically pure compounds.

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