(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester
- CAS No.
- 62861-08-9
- Chemical Name:
- (5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester
- Synonyms
- Iboxyphylline;2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester;(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester;Indolo[2,3-i]pyrrolo[3,2,1-jk][1]benzazepine-6-carboxylic acid, 1,2,3,4,4a,5,7,12,13,14a-decahydro-3-hydroxy-2-methyl-, methyl ester, (2R,3S,4aS,11bS,14aR)- (9CI)
- CBNumber:
- CB42224873
- Molecular Formula:
- C21H26N2O3
- Molecular Weight:
- 354.44
- MDL Number:
- MOL File:
- 62861-08-9.mol
(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester Chemical Properties,Uses,Production
Description
The leaves of Tabernanthe iboga and T. subsessilis yield this alkaloid which occurs with ibophyllidine (q.v.). When crystallized from Me2CO it yields colourless monoclinic crystals. The base has a specific rotation of [α]D + 444° (c 1.0, CHCl3) and gives an ultraviolet spectrum in EtOH with absorption maxima at 227, 295 and 328 nm. Iboxyphylline has been characterized as the O-acetate with m.p. 167°C and a specific rotation of [α]D + 466° (c 1.0, CHCI3). The structure given above has been confirmed by X-ray crystallography. The crystals are monoclinic with space group P2 1 and a = 9.7642, b = 12.4493 and c = 8.1182 A with Z = 2.
References
Khuong-Huu et al., Tetrahedron, 32, 2539 (1976)
(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester
2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester
Iboxyphylline
Indolo[2,3-i]pyrrolo[3,2,1-jk][1]benzazepine-6-carboxylic acid, 1,2,3,4,4a,5,7,12,13,14a-decahydro-3-hydroxy-2-methyl-, methyl ester, (2R,3S,4aS,11bS,14aR)- (9CI)
62861-08-9