uleine

uleine Basic information
Product Name:uleine
Synonyms:uleine;(12S)-2-Methyl-6-methylene-12-ethyl-1β,5β-methano-2,3,4,5,6,7-hexahydro-1H-azocino[4,3-b]indole;[12S,(+)]-12-Ethyl-2,3,4,5,6,7-hexahydro-2-methyl-6-methylene-1β,5β-methano-1H-azocino[4,3-b]indole;1,5-Methano-1H-azocino[4,3-b]indole, 12-ethyl-2,3,4,5,6,7-hexahydro-2-methyl-6-methylene-, (1R,5S,12S)-
CAS:517-81-7
MF:C18H22N2
MW:266.38
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Mol File:517-81-7.mol
uleine Structure
uleine Chemical Properties
Melting point 76-80°Candl15-8°C
Safety Information
MSDS Information
uleine Usage And Synthesis
DescriptionAn Aspidosperma alkaloid, this base occurs in several members of this species and particularly in A. ulei. It forms colourless crystals having the double melting point given above. It is slightly dextrorotatory with [α]25D + 11.5° (CHCI3 ) and gives an ultraviolet spectrum having a broad absorption maximum at 307-8 Mu.1 and a second maximum at 316 IT1J.1. The hydrochloride is crystalline with m.p. 241-2°C and the tnethiodide has m.p. 204-6°C. Oxidation with KMn04 yields formaldehyde indicative of an exocyc1ic methylene group.
ReferencesSchmutz, Hunziker, Hirt., Helv. Chim. Acta, 40, 1189 (1957)
Schmutz, Hunziker, Hirt., ibid, 41, 288 (1958)
Buchi, Warnhoff.,J. Amer. Chem. Soc., 81,4433 (1959)
Ondetti, Deulofeu., Tetrahedron Lett., No.7, 1 (1959)
Synthesis: Wilson et ai., Chem. Commun., 584 (1968)
uleine Preparation Products And Raw materials
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