3,4,5-Trimethoxybenzoic acid [(2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl] ester

CAS No.
30430-48-9
Chemical Name:
3,4,5-Trimethoxybenzoic acid [(2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl] ester
Synonyms
Sarodesmine;1',2'-e][1,5]diazocin-2-yl ester;3,4,5-dimethoxy-benzoic acid 11-oxo-dodecahydro-7,14-methano-dipyrido[1,2-a;3,4,5-Trimethoxybenzoic acid [(2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl] ester;Benzoic acid, 3,4,5-trimethoxy-, (2S,7S,7aR,14S,14aS)-dodecahydro-11-oxo-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2-yl ester (9CI)
CBNumber:
CB42424598
Molecular Formula:
C25H34N2O6
Molecular Weight:
458.55
MDL Number:
MOL File:
30430-48-9.mol

3,4,5-Trimethoxybenzoic acid [(2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl] ester Properties

Melting point 174°C

3,4,5-Trimethoxybenzoic acid [(2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl] ester Chemical Properties,Uses,Production

Description

Obtained from the dried branches of Sarothamnus catalaunicus Webb, this alkaloid is dextrorotatory with [α]20D + 73.6° (c 1.0, MeOH). It forms clusters of colourless needles from either MeOH or Et20. On acid hydrolysis it forms lupanine and trimethoxybenzoic acid, thereby confirming the above structure.

References

Faugeras, Paris., Compt. Rend., 271D, 611 (1970)

3,4,5-Trimethoxybenzoic acid [(2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl] ester Preparation Products And Raw materials

Raw materials

Preparation Products

3,4,5-Trimethoxybenzoic acid [(2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl] ester Sarodesmine 1',2'-e][1,5]diazocin-2-yl ester 3,4,5-dimethoxy-benzoic acid 11-oxo-dodecahydro-7,14-methano-dipyrido[1,2-a Benzoic acid, 3,4,5-trimethoxy-, (2S,7S,7aR,14S,14aS)-dodecahydro-11-oxo-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2-yl ester (9CI) 30430-48-9