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(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane

(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Struktur
76-53-9
CAS-Nr.
76-53-9
Englisch Name:
(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane
Synonyma:
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)-;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
Summenformel:
C22H33NO2
Molgewicht:
343.5
MOL-Datei:
76-53-9.mol

(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Eigenschaften

Schmelzpunkt:
119-120°
alpha 
D27.5 -69.01° (c = 1.06 in ethanol)
Siedepunkt:
482.2±45.0 °C(Predicted)
Dichte
1.19±0.1 g/cm3(Predicted)
pka
14.73±0.40(Predicted)

Sicherheit

(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

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.

Einzelnachweise

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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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  • (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)
  • 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)-
  • 76-53-9
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