1,4,7,10,13-Pentaoxacyclopentadecane, cas is 33100-27-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,33100-27-5
The (2S,4R)-4-(tert-butyldimethylsilyloxy)-4-[3-(8-chloro-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]-2-methyltetrahydropyran used as a starting material was obtained as follows: Sodium hydride (50percent dispersion in mineral oil, 0.3 g) was added portionwise to a stirred mixture of (2S,4R)-4-hydroxy-4-(3-iodophenyl)-2-methyltetrahydropyran (1.64 g), 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.05 g) and THF (30 ml) and the mixture was stirred at ambient temperature for 30 minutes. Tert-butyldimethylsilyl chloride (0.9 g) was added and the mixture was stirred and heated to 60¡ã C. for 6 hours. The mixture was cooled to ambient temperature and partitioned between diethyl ether and a dilute aqueous ammonium chloride solution. The organic solution was washed with brine, dried (Na2 SO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of hexane and ethyl acetate as eluent. There was thus obtained (2S,4R)-4-(tert-butyldimethylsilyloxy)-4-(3-iodophenyl)-2-methyltetrahydropyran (1.9 g, 88percent) as an oil.
As the rapid development of chemical substances, we look forward to future research findings about 33100-27-5
Reference£º
Patent; Zeneca Limited; Zeneca Pharma S.A.; US5478842; (1995); A;,
Chiral Catalysts
Chiral catalysts – SlideShare