Semisynthesis of abrusoside A methyl ester

N C Kim; A D Kinghorn; D S Kim

doi:10.1021/ol9905598

Semisynthesis of abrusoside A methyl ester

Org Lett. 1999 Jul 29;1(2):223-4. doi: 10.1021/ol9905598.

Authors

N C Kim¹, A D Kinghorn, D S Kim

Affiliation

¹ Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago 60612, USA.

PMID: 10905867
DOI: 10.1021/ol9905598

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Plants, Medicinal / chemistry
Rosales / chemistry
Saponins / chemical synthesis*
Sweetening Agents / chemical synthesis*
Sweetening Agents / chemistry
Triterpenes*

Substances

Saponins
Sweetening Agents
Triterpenes
abrusoside A methyl ester