(7R,7aβ,9β,14aα)-Dodecahydro-9-hydroxy-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one

CAS No.
2636-61-5
Chemical Name:
(7R,7aβ,9β,14aα)-Dodecahydro-9-hydroxy-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one
Synonyms
Virgiline;(7R,7aβ,9β,14aα)-Dodecahydro-9-hydroxy-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one;7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one, dodecahydro-9-hydroxy-, (7R,7aS,9S,14S,14aR)-
CBNumber:
CB82432944
Molecular Formula:
C15H24N2O2
Molecular Weight:
264.36
MDL Number:
MOL File:
2636-61-5.mol

(7R,7aβ,9β,14aα)-Dodecahydro-9-hydroxy-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one Properties

Melting point 248 °C
Boiling point 467.7±45.0 °C(Predicted)
Density 1.25±0.1 g/cm3(Predicted)
pka 14.80±0.20(Predicted)

(7R,7aβ,9β,14aα)-Dodecahydro-9-hydroxy-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one Chemical Properties,Uses,Production

Description

A further alkaloid present in Virgilia capensis, this base has [α]D - 46° (EtOH). One non-phenolic hydroxyl group is present and the alkaloid gives a hydrochloride, m.p. 262°C; picrate, m.p. 188-9°C and the methiodide, m.p. 176°C. The structure is that of 13-hydroxyaphylline and the pyrrole-2-carboxylic acid ester is the alkaloid Oroboidine (q.v.).

References

White., New Zealand J. Sci. Tech., 27B, 474 (1946) Gerrans, Harley-Mason., Chem. & Ind., 1433 (1963) Gerrans, Harley-Mason.,!. Chem. Soc., 2202 (1964)

(7R,7aβ,9β,14aα)-Dodecahydro-9-hydroxy-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one Preparation Products And Raw materials

Raw materials

Preparation Products

Virgiline (7R,7aβ,9β,14aα)-Dodecahydro-9-hydroxy-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one 7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one, dodecahydro-9-hydroxy-, (7R,7aS,9S,14S,14aR)- 2636-61-5