四氢-4-甲基-2H-吡喃置于氢氧化钾,Dilithium Tetrachlorocuprate,Magnesium,Zinc(II) Chloride体系中,化学反应 19.5H,反应生成二甲基-1-辛醇 参考文献:Synthesis Of Ethyl 3,7,11-Trimethyl-2,4-Dodecadienoate (Hydroprene) From 4-Methyltetrahydropyran 标题:Synthesis Of Ethyl 3,7,11-Trimethyl-2,4-Dodecadienoate (Hydroprene) From 4-Methyltetrahydropyran 摘要: Doi:10.1007/bf00956974
专利号:US-4125735-A 优先权日:1975-03-20 标 题 :Synthesis of esters of acetylenic alcohols 发明人:CLOSE RALPH E; OROSHNIK WILLIAM 权利人:SCM CORP 摘要:A process for the synthesis of perfume products, Vitamin E and intermediates described herein involving a coupling reaction. For instance, a process for the synthesis of dehydrophytol and Vitamin E comprising forming a C15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.
专利号:US-4039591-A 优先权日:1975-03-20 标 题:Synthesis of dehydrophytol and Vitamin E 发明人:CLOSE RALPH E; OROSHNIK WILLIAM 权利人:SCM CORP 摘要:A process for the synthesis of dehydrophytol and Vitamin E comprising forming a C15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.
专利号:US-4115466-A 优先权日:1975-10-16 标题:Synthesis of acetylenic compounds useful in preparing dehydrophytols and Vitamin E 发明人:CLOSE RALPH E; OROSHNIK WILLIAM 权利人:SCM CORP 摘要:A process for the synthesis of an acetylenic hydrocarbon from an acetylenic carbinol which involves first replacing the hydroxyl group of the carbinol with a halogen to form a propargylic halide, dehalogenating the propargylic halide to form an allene, and isomerizing said allene to the desired acetylene. The present invention is particularly useful in the synthesis of Vitamin E.
专利号:US-4056573-A 优先权日:1975-04-24 标题:Synthesis of acyclic, terpene alcohols 发明人:CLOSE RALPH E; DERFER JOHN M 权利人:SCM CORP 摘要:Shown is a process for the synthesis of acyclic, terpene alcohols, such as 3,7-dimethyloctan-1-o1 and 7-substituted hydroxy or ethoxy derivatives thereof, wherein 3-methylbut-1-yn or the 3-substituted hydroxy or ether derivative thereof is coupled with a C5 coupling reagent having the configuration X being a leaving group such as chloride, bromide, iodide, tosylate and mesylate; R being or OR', R' being a lower alkyl up to 5 carbon atoms, phenyl, substituted phenyl up to 10 carbon atoms, cycloalkyl or aralkyl up to 10 carbon atoms, followed by hydrogenation and saponification or deetherification.
专利号:US-4518813-A 优先权日:1981-10-02 标 题:Optically active units for the synthesis of the side chain of (R,R,R)-α-tocopherol and their preparation 发明人:ERNST HANSGEORG; VOGEL FRIEDRICH; PAUST JOACHIM 权利人:BASF AG 摘要:(2R,6R)-1-Chloro-2,6,10-trimethyl-undecane I, (R)-(+)-β-chloro-isobutyric acid II, (S)-(+)-1-bromo-3-chloro-2-methylpropane IV and (2R)-(+)-1-chloro-2,6-dimethyl-heptane V are novel optically active units for the synthesis of the side chain of (R,R,R)-α-tocopherol. In the process according to the invention, the optically active C 14 -chloride I is obtained in 6 simple reaction steps starting from II, via the novel intermediates IV and V, in accordance with the following equation: ##STR1##
专利号:US-2007082039-A1 优先权日:2004-10-18 标题 :Synthesis of fatty alcohol esters of alpha-hydroxy carboxylic acids, the use of the same as percutaneous permeation enhancers, and topical gels for the transdermal delivery of steroids 发明人:JONES GERALD S JR; ST LAURENT JOSEPH P; GOODRICH SCOTT A 权利人:JONES GERALD S JR; ST LAURENT JOSEPH P; GOODRICH SCOTT A 摘要:The present invention provides a novel approach for the preparation of fatty alcohol esters of α-hydroxy carboxylic acids. The present invention also provides a novel topical gel for the transdermal delivery of steroids using the fatty alcohol esters as permeation enhancers.
[参考文献]: A Lapczynski, Et Al. Fragrance Material Review On 3,7-Dimethyl-1-Octanol. Food Chem Toxicol. 2008 Nov:46 Suppl 11:S139-41. [参考文献]: J Harder, Et Al. Microbial Degradation Of Monoterpenes In The Absence Of Molecular Oxygen. Appl Environ Microbiol. 1995 Nov;61(11):3804-8. [参考文献]: J Pevsner, Et Al. Odorant-Binding Protein. Characterization Of Ligand Binding. J Biol Chem. 1990 Apr 15;265(11):6118-25. [参考文献]: Mineo Ikematsu, Et Al. Odorant Binding Initially Occurring At The Central Pocket In Bovine Odorant-Binding Protein. Biochem Biophys Res Commun. 2005 Aug 12;333(4):1227-33. [参考文献]: R M Hanif, Et Al. Penetration Enhancing Effect Of Tetrahydrogeraniol On The Percutaneous Absorption Of 5-Fluorouracil From Gels In Excised Rat Skin. J Control Release. 1998 Nov 13;55(2-3):297-302.
合成参考文献
摘要:Aitken, R. A., Science of Synthesis Knowledge Updates, (2018) 3, 304. 摘要:Kleoff, M.; Omoregbee, K.; Zimmer, R., Science of Synthesis Knowledge Updates, (2018) 4, 214. 摘要:Treacy, S. M.; Zhang, X.; Rovis, T., Science of Synthesis, (2021) , 627.