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| | (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Basic information |
| Product Name: | (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane | | Synonyms: | (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane;Veatchine;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) | | CAS: | 76-53-9 | | MF: | C22H33NO2 | | MW: | 343.5 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File | ![(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Structure]() |
| | (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Chemical Properties |
| 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) |
| | (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Usage And Synthesis |
| 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) |
| | (15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Preparation Products And Raw materials |
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