Semisynthesis of abrusoside A methyl ester.
Abrusoside A methyl ester was prepared from abrusogenin through methylation (CH2N2) and a subsequent coupling reaction with 1-chloro-2,3,4,6-tetra-O-acethylglucopyranose in the presence of AgOTf and TMU in CH2Cl2, followed by deacetylation using K2CO3 in MeOH-H2O.
Kim
N C
NC
Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago 60612, USA.
Kinghorn
A D
AD
Kim
D S
DS
D010946:Plants, Medicinal / Q000737:chemistry; D019685:Rosales / Q000737:chemistry; D012503:Saponins / Q000138:chemical synthesis*; D013549:Sweetening Agents / Q000138:chemical synthesis* / Q000737:chemistry; D014315:Triterpenes
D012503:Saponins; D013549:Sweetening Agents; D014315:Triterpenes; C410446:abrusoside A methyl ester