(5S,6S,7R)-5-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-6-ol

CAS No.
Chemical Name:
(5S,6S,7R)-5-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-6-ol
Synonyms
Capuronine;(5S,6S,7R)-5-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-6-ol
CBNumber:
CB32181036
Molecular Formula:
C19H26N20
Molecular Weight:
0
MDL Number:
MOL File:
Mol file

(5S,6S,7R)-5-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-6-ol Properties

Melting point 75°C

(5S,6S,7R)-5-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-6-ol Chemical Properties,Uses,Production

Description

A further alkaloid obtained from the leaves and stem bark of Capuronetta eiegans, the strucutre of this base has also been established by chemical and spectroscopic methods. It forms colourless crystals when purified by recrystallization from MeOH and has a specific rotation of [α]D20 + 70° (c 1.0, CHCI3). The ultraviolet spectrum in EtOH has absorption maxima at 229,286 and 293 nm. The base may be characterized as the O-acetate which crystallizes as colourless needles from MeOH with m.p. 135°C. The structure given shows that capuronine is an isomer of velbanamine.

References

Chardon-Loriaux, Husson, Tetrahedron Lett., 1845 (1975)

(5S,6S,7R)-5-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-6-ol Preparation Products And Raw materials

Raw materials

Preparation Products

(5S,6S,7R)-5-Ethyl-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-6-ol Capuronine C19H26N20