Detail of "7541-49-3"

Reference

Manufacture of tocol, tocol derivatives and tocopherols

Manufacture of tocol, tocol derivatives and tocopherols. Giraudi, Lisa; Bonrath, Werner (Fr. ). 7541-49-3 is the cas registry number. This chemical is also mentioned in this article. U.S. Pat. Appl. Publ. US 2005038269 A1 17 Feb 2005,8 pp. (English). (United States of America). CODEN: USXXCO. CLASS: ICM: C07D311-74. APPLICATION: US 2004-916274 11 Aug 2004. PRIORITY: EP 2003-18367 13 Aug 2003. DOCUMENT TYPE: Patent CA Section: 30 (Terpenes and Terpenoids) A novel process was disclosed for the manuf. of tocol, tocol derivs. and tocopherols, such as I [R1, R2, R3 = H, Me] and esp. (all-rac)-a-tocopherol I [R1 = R2 = R3 = Me], by the reaction of a corresponding hydroquinone, esp. 2,3,5-trimethylhydroquinone, with isophytol, phytol or a(n) (iso)phytol deriv., most preferably with isophytol, in the presence of gadolinium trifluoromethanesulfonate, Gd(OSO2CF3)3 , as the catalyst in a biphasic solvent system. This biphasic solvent system consists essentially of a polar org. solvent and a non-polar org. solvent. The polar org. solvent is preferably ethylene carbonate and/or propylene carbonate. The non-polar solvent is preferably at least a solvent selected from the group consisting of hexane, heptane, octane, cyclohexane and methylcyclohexane. .

Development of Synthetic Routes to D,L-a-Tocopherol (Vitamin E) from Biologically Produced Geranylgeraniol

Development of Synthetic Routes to D,L-a-Tocopherol (Vitamin E) from Biologically Produced Geranylgeraniol. Hyatt, John A.; Kottas, Gregg S.; Effler, Janet (Research Laboratories, Eastman Chemical Company, Kingsport, TN 37662, USA). Organic Process Research & Development, 6(6), 782-787 (English) 2002 American Chemical Society. CODEN: OPRDFK. ISSN: 1083-6160. DOCUMENT TYPE: Journal CA Section: 30 (Terpenes and Terpenoids) The use of the biol. derived diterpene alc. geranylgeraniol was explored as an alternative to petrochem.-based isophytol as a side-chain synthon for producing D,L-a-tocopherol. Two routes were studied, both of which begin with allylic epoxidn. 7541-49-3 is the cas registry number of certain chemical which is used as reagents here. followed by olefin hydrogenation to give epoxyphytol. Epoxyphytol can be reduced with Red-Al to provide phytan-1,3-diol which upon acid-catalyzed condensation with trimethylhydroquinone gives vitamin E in fair yield. In a higher-yielding process, epoxyphytol was deoxygenated with methylrhenium trioxide/triphenylphosphine to generate a mixt. of phytol and isophytol (>90% yield from geranylgeraniol). This mixt. can serve as a "plug-in" replacement for isophytol in the final step of the currently practiced vitamin E chem. The use of methylrhenium trioxide to catalyze dehydration of vinyl dialkyl carbinols to 1,3-dienes was also demonstrated. .