(19E)-18-Demethoxy-16-hydroxygardneramine oxindole

CAS No.
56210-06-1
Chemical Name:
(19E)-18-Demethoxy-16-hydroxygardneramine oxindole
Synonyms
Chitosenine;(19E)-18-Demethoxy-16-hydroxygardneramine oxindole;Spiro[3H-indole-3,1'(5'H)-[3,7]methanoindolizin]-2(1H)-one, 6'-ethylidene-2',3',6',7',8',8'a-hexahydro-9'-hydroxy-9'-(hydroxymethyl)-4,5,7-trimethoxy-, (1'S,3'S,6'E,7'S,8'aS,9'R)-
CBNumber:
CB62442408
Molecular Formula:
C22H28N2O6
Molecular Weight:
416.47
MDL Number:
MOL File:
56210-06-1.mol
Last updated:2023-07-14 17:43:55

(19E)-18-Demethoxy-16-hydroxygardneramine oxindole Properties

Boiling point 655.0±55.0 °C(Predicted)
Density 1.41±0.1 g/cm3(Predicted)
pka 11.26±0.40(Predicted)

(19E)-18-Demethoxy-16-hydroxygardneramine oxindole Chemical Properties,Uses,Production

Description

A Gardneria alkaloid, chitosenine has recently been isolated from G. multiflora. It forms an amorphous white powder having no definite melting point and gives an ultraviolet spectrum in EtOH with an absorption maximum at 314 nm and a shoulder at 259 nm. Reaction with mesyl chloride yields the monomesylate with m.p. 161-7°C. When treated with anhydrous potassium carbonate in absolute dimethylformamide it yields the oxilane derivative. The structure has been elucidated from chemical analysis and spectroscopic data.

References

Sakaietal., Tetrahedron Lett., 715 (1975)

(19E)-18-Demethoxy-16-hydroxygardneramine oxindole Preparation Products And Raw materials

Raw materials

Preparation Products

(19E)-18-Demethoxy-16-hydroxygardneramine oxindole Chitosenine Spiro[3H-indole-3,1'(5'H)-[3,7]methanoindolizin]-2(1H)-one, 6'-ethylidene-2',3',6',7',8',8'a-hexahydro-9'-hydroxy-9'-(hydroxymethyl)-4,5,7-trimethoxy-, (1'S,3'S,6'E,7'S,8'aS,9'R)- 56210-06-1