(-)-Pancracine

(-)-Pancracine Basic information
Product Name:(-)-Pancracine
Synonyms:(-)-Pancracine;(6aS)-5,6a,7,8,9,11-Hexahydro-6β,11β-methano-6H-1,3-benzodioxolo[5,6-c][1]benzazepine-8α,9β-diol;Pancracine;6,11-Methano-6H-1,3-benzodioxolo[5,6-c][1]benzazepine-8,9-diol, 5,6a,7,8,9,11-hexahydro-, (6R,6aS,8S,9S,11S)-
CAS:21416-14-8
MF:C16H17NO4
MW:287.31
EINECS:
Product Categories:
Mol File:21416-14-8.mol
(-)-Pancracine Structure
(-)-Pancracine Chemical Properties
Melting point 272-3°C
Safety Information
MSDS Information
(-)-Pancracine Usage And Synthesis
DescriptionThis alkaloid occurs in Narcissus poeticus, Pancratium maritium and Rhodo_x0002_phiala bifida. It yields long, colourless prisms when recrystallized from MeOH and is laevorotatory with [α]25D - 74° (c 0.02, MeOH). The ultraviolet spectrum has two absorption maxima at 241 and 292 mil. It yields a crystalline perchlorate, m.p. 163-6°C and a picrate, m.p. 249-2S2°C. Two non-phenolic hydroxyl groups and one methylenedioxy group are present in the molecule. The 2-a-O-acetate is an amorphous solid which cannot be obtained crystalline but the 3-{3-0-acetate forms colourless crystals from MeOH, m.p. 213-6°C. The O,O-diacetate, also crystalline, has m.p. 163-S°C. The O-methyl derivatives occur naturally, the 2-methyl compound is Montanine (q.v.) and the 2:3-dimethyl ether is Manthine (q.v.). The structure is based primarily upon the mass spectrum fragmentation pattern.
DefinitionChEBI: Hippagine is a benzazepine.
ReferencesSandberg, Michel., Lloydia, 26, 78 (1963)
Structure:
Wildman, Brown.,J. Amer. Chem. Soc., 90,6439 (1968)
(-)-Pancracine Preparation Products And Raw materials
Raw materials(-)-Montanine
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