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uleine

uleine Structure
uleine structure
CAS No.
517-81-7
Chemical 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)-
CBNumber:
CB71334699
Molecular Formula:
C18H22N2
Molecular Weight:
266.38
MDL Number:
MOL File:
517-81-7.mol
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uleine Properties

Melting point 76-80°Candl15-8°C

uleine Chemical Properties,Uses,Production

Description

An 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.

References

Schmutz, 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

Raw materials

Preparation Products

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)- 517-81-7