(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane
- Product Name
- (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane
- CAS No.
- 76-53-9
- Chemical Name
- (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane
- Synonyms
- Veatchine;(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane;5H,13cH-8a,11-Methano-6,13b-propanocyclohept[h]oxazolo[2,3-a]isoquinolin-9-ol, dodecahydro-6-methyl-10-methylene-, (6R,6aR,8aR,9S,11R,13aR,13bS,13cS)- (9CI)
- CBNumber
- CB32432808
- Molecular Formula
- C22H33NO2
- Formula Weight
- 343.5
- MOL File
- Mol file
(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Property
- Melting point:
- 119-120°
- alpha
- D27.5 -69.01° (c = 1.06 in ethanol)
- Boiling point:
- 482.2±45.0 °C(Predicted)
- Density
- 1.19±0.1 g/cm3(Predicted)
- pka
- 14.73±0.40(Predicted)
N-Bromosuccinimide Price
- Product number
- PXT0002593
- Product name
- VEATCHINE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $498.34
- Updated
- 2021/12/16
(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Chemical Properties,Usage,Production
Description
This alkaloid occurs in Garrya species and is a major constituent of G. veatchii. It is laevorotatory with [α]27.5D - 69.01°. The crystalline hydrochloride has m.p. 2Sl-2°C (dec.); hydrobromide, m.p. 229-2300 C and the hydriodide, m.p. 222-3°C (dec.). The O-acetate has m.p. l52-3°C and yields a hydrochloride, m.p. 258-9°C. The structure has been determined by chemical analysis and from spectroscopic data.
References
Wiesneretal., Can. J. Chem., 30,608 (1952)
Wiesner et al., Ber., 86,800 (1953)
Wiesner, Edwards., Experientia, 11,255 (1955)
Vorbrueggen, Djerassi., J. Amer. Chem. Soc., 84, 2999 (1962)
Nagata et al., ibid, 86,929 (1964)
Synthesis:
Valenta, Wiesner, Wong., Tetrahedron Lett., 2437 (1964)
Fujita, Fujita, Katayama., Tetrahedron, 26, 1009 (1970)
Wiesner et al., Experientia, 26, 471 (1970)