6-methoxy-8-[[6-methoxy-8-[[6-methoxy-2-methyl-1-(2-methylpropyl)-3,4- dihydro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihyd ro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihydro-1H -isoquinolin-7-ol
- CAS NO.:2552-47-8
- Empirical Formula: C45H65N3O6
- Molecular Weight: 744.01
- MDL number: MFCD00197584
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-04 17:34:36
What is 6-methoxy-8-[[6-methoxy-8-[[6-methoxy-2-methyl-1-(2-methylpropyl)-3,4- dihydro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihyd ro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihydro-1H -isoquinolin-7-ol?
Description
A constituent of the cactus Lophocereus Schottii, this alkaloid yields colourless crystals from AcOEt. The structure is that of a trimeric isoquinoline. A dihydro_x0002_chloride is obtained as the dihydrate, m.p. 228- 232°C (dec.); the diperchlorate has m.p. 214-7°C; the oxalate forms a crystalline dihydrate, m.p. 158-163°C (dec.) on rapid heating and m.p. 198- 200°C (dec.) on slow heating. The O-acetate has m.p. 186°C and the methyl ether exists in two forms as crystals from AcOEt, m.p. 133-5°C and crystals from hexane which melt at 92-105°C and again at I 53-5°C after intermediate solidification. The structure has been determined by chemical degradation and spectroscopic analysis.
Definition
ChEBI: Pilocereine is an aromatic ether.
References
Djerassi, Frick, Geller., J. Amer. Chern. Soc., 75,3632 (1953)
Djerassi et aI., ibid, 79, 2203 (1957)
Djerassi et al., ibid, 84, 3210 (1962)
Bobbitt, Eberman, Schubert., Tetrahedron Lett., 575 (1963)
Franck, Blasche., ibid, 569 (1963)
Properties of 6-methoxy-8-[[6-methoxy-8-[[6-methoxy-2-methyl-1-(2-methylpropyl)-3,4- dihydro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihyd ro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihydro-1H -isoquinolin-7-ol
Melting point: | 176.5-177° |
Boiling point: | 699.1±55.0 °C(Predicted) |
Density | 1.082±0.06 g/cm3(Predicted) |
pka | 9.22±0.40(Predicted) |
Safety information for 6-methoxy-8-[[6-methoxy-8-[[6-methoxy-2-methyl-1-(2-methylpropyl)-3,4- dihydro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihyd ro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihydro-1H -isoquinolin-7-ol
Computed Descriptors for 6-methoxy-8-[[6-methoxy-8-[[6-methoxy-2-methyl-1-(2-methylpropyl)-3,4- dihydro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihyd ro-1H-isoquinolin-7-yl]oxy]-2-methyl-1-(2-methylpropyl)-3,4-dihydro-1H -isoquinolin-7-ol
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