3α-[(5S,6S,7R)-5-Ethyl-1,2,3,4,5,6,7,8,9,10-decahydro-6-hydroxy-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]vobasan-17-oic acid methyl ester

CAS No.
57533-88-7
Chemical Name:
3α-[(5S,6S,7R)-5-Ethyl-1,2,3,4,5,6,7,8,9,10-decahydro-6-hydroxy-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]vobasan-17-oic acid methyl ester
Synonyms
Capuvosine;3α-[(5S,6S,7R)-5-Ethyl-1,2,3,4,5,6,7,8,9,10-decahydro-6-hydroxy-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]vobasan-17-oic acid methyl ester;Vobasan-17-oic acid, 3-[(5S,6S,7R)-5-ethyl-1,4,5,6,7,8,9,10-octahydro-6-hydroxy-2H-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]-, methyl ester, (3α)- (9CI)
CBNumber:
CB02231509
Molecular Formula:
C40H50N4O3
Molecular Weight:
634.85
MDL Number:
MOL File:
57533-88-7.mol

3α-[(5S,6S,7R)-5-Ethyl-1,2,3,4,5,6,7,8,9,10-decahydro-6-hydroxy-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]vobasan-17-oic acid methyl ester Properties

Melting point 236°C

3α-[(5S,6S,7R)-5-Ethyl-1,2,3,4,5,6,7,8,9,10-decahydro-6-hydroxy-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]vobasan-17-oic acid methyl ester Chemical Properties,Uses,Production

Description

This dimeric alkaloid also occurs in the leaves and stem bark of Capuronetta elegans and forms colourless crystals from MeOH. It is laevorotatory having a specific rotation of [α]D20- 53° (c 1.0, CHC13). The ultraviolet spectrum in EtOH has three absorption maxima at 236, 287 and 295 nm. The structure has been elucidated by chemical and spectroscopic methods.

References

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

3α-[(5S,6S,7R)-5-Ethyl-1,2,3,4,5,6,7,8,9,10-decahydro-6-hydroxy-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]vobasan-17-oic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

Capuvosine 3α-[(5S,6S,7R)-5-Ethyl-1,2,3,4,5,6,7,8,9,10-decahydro-6-hydroxy-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]vobasan-17-oic acid methyl ester Vobasan-17-oic acid, 3-[(5S,6S,7R)-5-ethyl-1,4,5,6,7,8,9,10-octahydro-6-hydroxy-2H-3,7-methanoazacycloundecino[5,4-b]indol-12-yl]-, methyl ester, (3α)- (9CI) 57533-88-7 C40H50N4O3