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19452-84-7

19452-84-7 Structure

19452-84-7 Structure
IdentificationBack Directory
[Name]

(19Z)-Anhydrovobasinediol
[CAS]

19452-84-7
[Synonyms]

Taberpsychin
Taberpsychine
3β,17-Epoxyvobasan
Anhydrovobasinediol
(19Z)-Anhydrovobasinediol
[Molecular Formula]

C20H24N2O
[MDL Number]

MFCD26406145
[MOL File]

19452-84-7.mol
[Molecular Weight]

308.417
Chemical PropertiesBack Directory
[Melting point ]

20So C (dec.).
Hazard InformationBack Directory
[Description]

An alkaloid which occurs in Tabernaemontana psychotrifolia H.B.K., this base is laevorotatory having [α]>D - 243° and gives an ultraviolet spectrum with absorption maxima at 222, 2S0 and 296 mp. with a shoulder at 272 mil. The alkaloid may be purified by recrystallization from Me2CO followed by sublima_x0002_tion. It yields a crystalline methiodide, m.p. 272-4°C (dec.) which has an ultraviolet spectrum containing an absorption maximum at 222 mp. and a shoulder at 276 mp.. On catalytic hydrogenation with Pt02 as catalyst it gives the dihydro derivative, m.p. 191-3°C, furnishing a methiodide, m.p. 265-SoC (dec.). Zn dust distillation yields 3-ethylpyridine and 3-methyl-5-ethylpyridine.
[References]

Benoin, Burnell, Medina., Tetrahedron Lett., 807 (1968)
Burnell, Medina., Can. J. Chem., 49,307 (1971)
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