cas 470-17-7, Isoalantolactone | Articles data ｜lookchem

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470-17-7

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Synthesis of (+)-Isoalantolactone and (+)-Isoalloalantolactone from (-)-Santonin
This paper reports on the chemical conversion of (-)-santonin into (+)-isoalantolactone and (+)-isoalloalantolactone involving functionality transfer from C6 to C8, refunctionalization of the ring A and the formation of the α-methylene-8β,12-olide moiety.
Blay, Gonzalo,Cardona, Luz,Garcia, Begona,Pedro, Jose R.,Serrano, Angel
p. 5265 - 5272
(2007/10/02)

Synthesis of Deuterium-Labeled Sesquiterpene Lactones Isolated from Inula helenium L.
Reduction of the vinyl sulfoxides 9 and 10 derived from isoalantolactone (1) and alantolactone (2) with NaBD4 yielded deuterium-labeled lactones 11 and 12.Amalgam reduction of sulfides 7 and 8 or sulfoxides 9 and 10 gave labeled products but not the expected deuterated lactones 11 and 12.Satisfactory deuteration of alantolactone 2 could be achieved by CF3COOD hydrolysis of (tributylstannyl)alantolactone (23) obtained in four steps from alantolactone 2.
Schaeffer, Marcel,Stampf, Jean-Luc,Benezra, Claude
p. 6106 - 6113
(2007/10/02)

An Annelation Approach to the Synthesis of Eudesmane and Elemane Sesquiterpene Lactones. Total Synthesis of dl-Dihydrocallitrisin, dl-7,8-Epialantolactone, dl-7,8-Epiisoalantolactone, and dl-Atractylon
An annelation approach to the synthesis of eudesmane sesquiterpenes is described.The 1,6-annelation reagent α-carbomethoxy-β-methyl-γ-methylidene-Δα,β-butenolide (1) is used to construct the linear tricyclic lactone 2,5,6,7,8,8a,9,9aβ-octahydro-8aβ-methyl-2-oxonaphthofuran-3-carboxylic acid methyl ester (2).The conversion of 2 to dl-dihydrocallitrisin (3), dl-7,8-epialantolactone (4), dl-7,8-epiisoalantolactone (5), and dl-atractylon (6) is detailed.Studies directed toward synthesis of the elemane sesquiterpene lactones vernomenin and vernolepin also are presented.
Schultz, Arthur G.,Godfrey, Jollie D.
p. 2414 - 2428
(2007/10/02)

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Chemical Properties

Melting Point: 115℃
Boiling Point: 364.9 °C at 760 mmHg
Flash Point:152.7 °C
Density: 1.07 g/cm³
Solubility:Soluble in DMSO (up to 50 mg/ml) or ethanol (30 mg/ml)
Storage Temp.:2-8°C
Vapor Pressure: 1.63E-05mmHg at 25°C
Refractive Index: 1.527
PSA: 26.30000
LogP: 3.24060

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