(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol

(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol Basic information
Product Name:(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol
Synonyms:(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol;Micranthine;2H-22,26-Epoxy-1,24:12,15-dietheno-6,10-metheno-16H-pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinolin-9-ol, 3,4,4a,5,16a,17,18,19-octahydro-21-methoxy-17-methyl-, (4aR,16aR)- (9CI)
CAS:36104-64-0
MF:C34H32N2O5
MW:548.64
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Mol File:36104-64-0.mol
(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol Structure
(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol Chemical Properties
Melting point 194-196°
alpha D22 -231° (c = 0.7 in chloroform)
density 1.284±0.06 g/cm3(Predicted)
pka9.42±0.20(Predicted)
Safety Information
MSDS Information
(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol Usage And Synthesis
DescriptionA constituent of Daphnandra rnicrantha Benth, this alkaloid crystallizes as colQurless needles from Me2CO or AcOEt and has the above melting point after sintering at 185°C. When crystallized from CHC13 the base contains 0.5 mole of solvent which may be removed by dryJng at 100°C. The alkaloid is laevorotatory with [0!]~2 - 231° (CHCI3). It is readily soluble in CHC13 or EtOH, sparingly so in MeOH, C6H6 or AcOEt and almost insoluble in Et20. The only crystalline salts so far obtained are the normal sulphate decahydrate, fine colourless needles from H20, m.p. 312°C (dec.) and the acid sulphate, colourless needles with 2.5 H20, m.p. 305-31 O°C (dec.). With Frohde's reagent, the base gives an indigo colour gradually changing to green. The original formula of C34Hn06N2 has recently been revised to that given.
ReferencesPyman., J. Chern. Soc., 105,1679 (1914)
Bick, Todd., ibid, 1606 (1950)
Revised structure:
Bick et aI., Tetrahedron Lett., 33 (1972)
Bick et al., J. Chern. Soc., Perkin I, 2884 (1972)
(1α)-6',7-Oxy-6-methoxy-2-methyloxyacanthan-12'-ol Preparation Products And Raw materials
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