Facile synthesis of cleistetroside-2, a partially acetylated oligorhamnoside from Cleistopholis glauca and patens |
| |
Authors: | Cheng Lijian Chen Qi Du Yuguo |
| |
Institution: | State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China. |
| |
Abstract: | A tetrasaccharide, dodecanyl 4-O-acetyl-alpha-l-rhamnopyranosyl-(1-->3)-2,4-di-O-acetyl-alpha-l-rhamnopyranosyl-(1-->3)-4-O-acetyl-alpha-l-rhamnopyranosyl-(1-->4)-alpha-l-rhamnopyranoside (cleistetroside-2), was synthesized via '2+2' convergent strategy. Sequential regioselective 3-O-glycosylation of isopropyl 1-thio-alpha-l-rhamnopyranoside (4) with 4-O-acetyl-2,3-O-isopropylidene-alpha-l-rhamnopyranosyl trichloroacetimidate (8), and isopropyl 4-O-acetyl-2,3-O-isopropylidene-alpha-l-rhamnopyranosyl-(1-->3)-2,4-di-O-acetyl-alpha-l-1-thio-rhamnopyranoside (10) with dodecanyl 4-O-acetyl-alpha-l-rhamnopyranosyl-(1-->4)-2,3-O-isopropylidene-alpha-l-rhamnopyranoside (12), greatly facilitate the target availability. |
| |
Keywords: | Cleistetroside Glycosylation Rhamnoside Antibacterial |
本文献已被 ScienceDirect PubMed 等数据库收录! |
|