(5R,10S)-10,11-Dihydro-3,7,8-trimethoxy-12-methyl-10,5-(iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol

CAS No.
18927-72-5
Chemical Name:
(5R,10S)-10,11-Dihydro-3,7,8-trimethoxy-12-methyl-10,5-(iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol
Synonyms
Thalisopavine;(5R,10S)-10,11-Dihydro-3,7,8-trimethoxy-12-methyl-10,5-(iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol;10,5-(Iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol, 10,11-dihydro-3,7,8-trimethoxy-12-methyl-, (5R)- (9CI)
CBNumber:
CB82163983
Molecular Formula:
C20H23NO4
Molecular Weight:
341.4
MDL Number:
MOL File:
18927-72-5.mol

(5R,10S)-10,11-Dihydro-3,7,8-trimethoxy-12-methyl-10,5-(iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol Properties

Melting point 211-2°C

(5R,10S)-10,11-Dihydro-3,7,8-trimethoxy-12-methyl-10,5-(iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol Chemical Properties,Uses,Production

Description

This alkaloid has been isolated from the roots of Thalictrum dasycarpum Fisch. et al. It crystallizes as colourless rods from Et20 or needles from EtOH. It has a specific rotation of[α]25D - 210° (c 0.21, CHCI3) and gives an ultraviolet spectrum in EtOH with a single absorption maximum at 289 nm. The methyl ether forms needles from Et20-EtOH with m.p. 91-2°C. The structure has been proved by total synthesis of the base.

References

Kupchan, Yoshitaka,J. Org. Chem., 34,1062 (1969)

(5R,10S)-10,11-Dihydro-3,7,8-trimethoxy-12-methyl-10,5-(iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol Preparation Products And Raw materials

Raw materials

Preparation Products

(5R,10S)-10,11-Dihydro-3,7,8-trimethoxy-12-methyl-10,5-(iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol Thalisopavine 10,5-(Iminomethano)-5H-dibenzo[a,d]cyclohepten-2-ol, 10,11-dihydro-3,7,8-trimethoxy-12-methyl-, (5R)- (9CI) 18927-72-5