(5β,12S,19β)-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 Basic information
Product Name:(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester
Synonyms:(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)
CAS:62861-08-9
MF:C21H26N2O3
MW:354.44
EINECS:
Product Categories:
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 Structure
(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester Chemical Properties
Melting point 245°C
Boiling point 533.4±50.0 °C(Predicted)
density 1.31±0.1 g/cm3(Predicted)
pka14.82±0.60(Predicted)
Safety Information
MSDS Information
(5β,12S,19β)-2,3-Didehydro-7β-hydroxy-8β-methyl-8a-homo-20,21-dinoraspidospermidine-3-carboxylic acid methyl ester Usage And Synthesis
DescriptionThe 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.
ReferencesKhuong-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
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