cas 490-49-3, (-)-FISETINIDOL | Articles data ｜lookchem

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490-49-3

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Stereoselective Synthesis of Flavonoids. Part 8. Free Phenolic Flavan-3-ol Diastereomers
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Nel, Reinier J. J.,Heerden, Pieter S. van,Rensburg, Hendrik van,Ferreira, Daneel
p. 2610 - 2625
(2007/10/03)

Oligomeric Flavanoids. Part 8. The First Profisetinidins and Proguibourtinidins Based on C-8 Substituted (-)-Fisetinidol Units and Related c-ring Isomerized Analogues
Structural examination of the phenolic metabolites of Colophospermum mopane reveals the presence of the first profisetinidins and proguibourtinidins based on C-8 substituted (-)-fisetinidol units i.e. the (4α,8)-bis-(-)-fisetinidol (1), (+)-epifisetinidol-(4α,8)-(-)-fisetinidol (3), and the (+)-guibourtinidol-(4α,8)-(-)-fisetinidol (5).They are accompanied by the related functionalized tetrahydropyranochromenes (9), (11), (13), (15), and (17), and by a 2,4-diaryl-6-(2-benzopyranyl)chroman (19), the first C-ring isomerised analogue derived from a B-ring coupled profisetinidin.Efforts towards the synthesis of the (4,8)-bis-fisetinidols from 6-bromo-(-)-fisetinidol and the appropriate flavan-3,4-diol, lead to the biaryl type biflavanoids (33) and (35).Their genesis is explained in terms of an oxidative substitution reaction initiated by bromonium ion.
Malan, Johannes C. S.,Steenkamp, Jacobus A.,Steynberg, Jan P.,Young, Desmond A.,Brandt, E. Vincent,Ferreira, Daneel
p. 209 - 218
(2007/10/02)

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Chemical Properties

Melting Point: 205-206 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
Boiling Point: 568.2 °C at 760 mmHg
Flash Point:297.4 °C
Density: 1.492 g/cm³
Vapor Pressure: 9.49E-14mmHg at 25°C
PKA: 9.56±0.10(Predicted)
PSA: 90.15000
LogP: 1.84050

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