Synthesis of Trisaccharide of Incanoside from Caryopteris incana

Abstract

Trisaccharide phenyl 2,3,4,6‐tetra‐O‐acetyl‐β‐D‐glucopyranosyl‐(1 → 2)‐3,4‐di‐O‐benzoyl‐α‐L‐rhamnopyranosyl‐(1 → 3)‐2‐O‐acetyl‐4,6‐O‐benzylidene‐1‐thio‐β‐D‐glucopyranoside, the sugar core of incanosides from Caryopteris incana (T_HUNB.), was synthesized via a concise route. The key step of this route involved the preparation of decisive disaccharide acceptor from the phenyl 2‐acetyl‐3,4‐di‐O‐benzoyl‐α‐L‐rhamnopyranosyl‐(1 → 3)‐2‐O‐acetyl‐4,6‐O‐benzylidene‐1‐thio‐β‐D‐glucopyranoside by regioselective and chemoselective deacetylation method.

Keywords:

• Trisaccharide
• Incanoside
• Caryopteris incana
• Synthesis

Acknowledgments

The work was supported by The National Natural Science Foundation of China (No. 20272051) and by The Teaching and Research Award Program for Outstanding Young Teachers in Higher Education Institutions of MOE, P.R.C.