stemmadenine

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stemmadenine Basic information
Product Name:stemmadenine
Synonyms:stemmadenine;(15β,19E)-2,7,19,20-Tetradehydro-17-hydroxy-3,7-secocuran-16-carboxylic acid methyl ester;(19E)-2,7,19,20-Tetradehydro-17-hydroxy-3,7-secocuran-16-carboxylic acid methyl ester;15-epi-Stemmadenine;1H-3,6-Ethanoazonino[5,4-b]indole-7-carboxylic acid, 5-ethylidene-2,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-, methyl ester, (3S,5E,6S,7S)-
CAS:10012-73-4
MF:C21H26N2O3
MW:354.44
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Mol File:10012-73-4.mol
stemmadenine Structure
stemmadenine Chemical Properties
Melting point 189-193°C
Boiling point 518.5±50.0 °C(Predicted)
density 1.27±0.1 g/cm3(Predicted)
pka14.81±0.10(Predicted)
Safety Information
MSDS Information
stemmadenine Usage And Synthesis
DescriptionFirst isolated from various species of Stemmadenia, this alkaloid has subsequently been found in DipZorrhynchus rondyZocarpon subsp. mossambiensis Benth. and MeZodinus australis. The following specific rotations have been reported; [α]19D + 310° (c 0.527, pyridine), [α]20D~O + 329° (pyridine) and [α]25D~S + 324° (pyridine). The alkaloid gives an ultraviolet spectrum exhibiting absorption maxima at 227, 284 and 292 m/J. with shoulders at 275 and 305 m/J.. One nitrogen atom is tertiary, the other being part of the indole ring. The solution in concentrated HN03 is a bright yellow.
ReferencesWatts, Collera, Sandoval., Tetrahedron, 2, 173 (1958)
Stauffacher., HeZv. Chim. Acta, 44, 2006 (1961)
Sandoval et aZ., Tetrahedron Lett., 409 (1962)
Schumann, Schmid., HeZv. Chim. Acta., 46, 1996 (1963)
Linde., ibid, 48,1822 (1965)
stemmadenine Preparation Products And Raw materials
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