110344-59-7Relevant articles and documents
Short Synthesis of Phenylpropanoid Glycosides Calceolarioside A and Syringalide B
Khong, Duc Thinh,Judeh, Zaher M. A.
, p. 1079 - 1083 (2018)
An efficient and practical three-step synthesis of phenylpropanoid glycosides calceolarioside A and syringalide B in >62% overall yield is disclosed. The key step involves the chemoselective and regio selective direct O -4 cinnamoylation of unprotected 2-phenylethyl-β- d -glucosides with cinnamic anhydrides using a chiral 4-pyrrolidinopyridine organocatalyst. This approach serves as a model for the short synthesis of phenylpropanoid glycosides acylated at O -4 without protection/deprotection steps.
Total synthesis of syringalide B, a phenylpropanoid glycoside
Li, Qing,Li, Shu-Chun,Li, Hui,Cai, Meng-Shen,Li, Zhong-Jun
, p. 1601 - 1604 (2007/10/03)
The first total synthesis of syringalide B, 2-(4-hydroxyphenyl)ethyl 4-O-[(E)-feruloyl]-β-D-glucopyranoside, is described. The hydroxyl groups were protected with allyloxycarbonyl (Aoc) and allyl groups, which successfully prevent the migration of the fer