cas 465-42-9, Capsanthin | Articles data ｜lookchem

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465-42-9

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Total synthesis of capsanthin using Lewis acid-promoted regio- and stereoselective rearrangement of tetrasubstituted epoxide
The synthesis of capsanthin 1 was accomplished via the C15-cyclopentyl ketone 13 prepared by Lewis acid-promoted regio-and stereoselective rearrangement of the epoxide 12.
Yamano,Ito
p. 1662 - 1663
(2007/10/03)

Partial Synthesis and Characterization of Capsokarpoxanthins and 3,6-Epoxycapsanthins
The acid-catalyzed hydrolysis of (3S,5R,6S,3′S,5′R)-5,6-epoxycapsanthin (5) led to (3S,5R,6R,3′S,5′R)- (7) and (3S,5R,6S,3′S,5′R)-capsokarpoxanthin (8). In addition, (3S,5R,8R,3′S,5′R)- (9), (3S,5R,8S,3′S,5′R)-capsochrome (10), and (3S,5R,6R,3′S,5′R)-3,6-epoxycapsanthin (11) were obtained. The acid-catalyzed hydrolysis of (35,55,6R,3′S,5′R)-5,6-epoxycapsanthin (6) afforded (3S,5S,6R,3′S,5′R)-capsokarpoxanthin (12), (3S,5S,8S,3′S,5′R)- (13) and (3S,5S,8R,3′S,5′S)-capsochrome (14) as well as (3S,5S,6R,3′S,5′R)-3,6-epoxyepicapsanthin (15). Compounds 5-15 were isolated in crystalline form and characterized by their UV/VIS, CD, 1H- and 13C-NMR, and mass spectra.
Deli, József,Molnár, Péter,Matus, Zoltán,Tóth, Gyula,Steck, Andrea,Pfander, Hanspeter
p. 1242 - 1253
(2007/10/03)

Kinetic Studies on the Thermal (Z/E)-Isomerization of C40-Carotenoids
Rates of thermal (Z/E)-isomerization among all-E-, 9(9')Z-, 13Z-, 13'Z- and 15Z-isomers of zeaxanthin (1), natural violaxanthin (2), "semi-synthetic" violaxanthin (2a), capsorubin (3), capsanthin (4) and lutein epoxide (5) have been measured at temperatures over the range 333.4-368.4 K.From the specific rate constants calculated on the basis of four kinetic models, the Arrhenius and activation parameters have been derived.The effect of the different end groups and different solvents on the composition of the (Z/E)-equilibrium mixtures have been investigated as well.The rates of the isomerization reactions have been measured by HPLC, UV/VIS spectrophotometry and "classic" column chromatography.
Molnar, Peter,Kortvelyesi, Tarnas,Matus, Zoltan,Szabolca, Jozsef
p. 801 - 841
(2007/10/03)

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Chemical Properties

Appearance/Colour :COA
Melting Point: 177-178 °C
Boiling Point: 726.6 °C at 760 mmHg
Flash Point:407.2 °C
Density: 1.012 g/cm³
Solubility:Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
Storage Temp.:-20°C
Vapor Pressure: 2.22E-24mmHg at 25°C
Refractive Index: 1.563
PKA: 14.85±0.60(Predicted)
Merck: 14,1769
PSA: 57.53000
LogP: 9.80630

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