Total synthesis of syringalide B, a phenylpropanoid glycoside.
The first total synthesis of syringalide B, 2-(4-hydroxyphenyl)ethyl 4-O-[(E)-feruloyl]-beta-D-glucopyranoside, is described. The hydroxyl groups were protected with allyloxycarbonyl (Aoc) and allyl groups, which successfully prevent the migration of the feruloyl group during the deblocking procedure.
Li
Qing
Q
Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Health Sciences Center, Beijing 100083, PR China.
Li
Shu-Chun
SC
Li
Hui
H
Cai
Meng-Shen
MS
Li
Zhong-Jun
ZJ
D002109:Caffeic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002240:Carbohydrate Sequence; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis*; D008969:Molecular Sequence Data; D020005:Propanols / Q000737:chemistry
C504009:2-(4-hydroxyphenyl)ethyl 4-O-feruloylglucopyranoside; D002109:Caffeic Acids; D005960:Glucosides; D006027:Glycosides; D020005:Propanols; C439395:1-phenylpropanol