Synthesis of a benzyl-protected analog of arenarioside, a trisaccharide phenylpropanoid glycoside.
A benzyl-protected analog of the phenylpropanoid glycoside arenarioside, (4-benzyloxyphenyl)ethyl alpha-L-rhamnopyranosyl-(1-->3)-4-O-[(E)-3,4-di-O-benzyl-caffeoyl]-[beta-D-xylopyranosyl-(1-->6)]-beta-D-glucopyranoside (22), was synthesized through two different routes from D-glucose. This is the first approach on the synthesis of a trisaccharide phenylpropanoid glycoside, although the benzyl-protecting group in the backbone of the arenarioside analog could not be removed by conventional debenzylation procedures.
Zhou
Feng-Yan
FY
Department of Chemistry, Zhejiang University, Hangzhou 310027, PR China.
She
Jin
J
Wang
Yan-Guang
YG
D001593:Benzyl Compounds; D002109:Caffeic Acids / Q000737:chemistry*; D002240:Carbohydrate Sequence; D006027:Glycosides; D008958:Models, Molecular; D008969:Molecular Sequence Data; D014312:Trisaccharides / Q000737:chemistry*
C515041:(4-benzyloxyphenyl)ethyl rhamnopyranosyl-(1-3)-4-O-(3,4-di-O-benzylcaffeoyl)(xylopyranosyl-1-6)glucopyranoside; D001593:Benzyl Compounds; D002109:Caffeic Acids; D006027:Glycosides; D014312:Trisaccharides