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-4598160-A 优先权日:1983-07-15 标题 :Intermediate phenolic compounds for the catalytic synthesis of chromans 发明人:TRUESDALE LARRY K 权利人:HOFFMANN LA ROCHE 摘要:A catalytic synthesis of chromans in racemic or optically active forms, including intermediates thereto; the synthesis employs an asymmetric palladium (II) catalyzed oxidative cyclization of a 2-homoallylphenol and provides intermediates useful in making chromans, especially vitamin E in racemic or optically active forms.
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-2024240209-A1 优先权日:2021-04-20 标 题:Synthesis of enantiopure cis-a-irone from a renewable carbon source 发明人:CHEN XIXIAN; ZHANG CONGQIANG; T REHKA; SHUKAL SUDHA; SMITH DEREK; ANDRÉ ISABELLE; JEREMY ESQUE 权利人:AGENCY SCIENCE TECH & RES; INSTITUT NATIONAL DE RECH POUR L AGRICULTURE LALIMENTATION ET LENVIRONMENT; CENTRE NAT RECH SCIENT; INSTITUT NAT DES SCIENCES APPLIQUEES DE TOULOUSE 摘要:Synthesis of enantiopure cis-α-irone from a renewable carbon source Disclosed herein are natural and synthetic enzymes capable of performing a method of producing cis-α-irone. The method comprises providing an enzyme capable of converting psi-ionone to cis-α-irone; and contacting the enzyme and psi-ionone under suitable conditions to produce cis-α-irone. The enzyme may be a methyltransferase from Streptomyces albireticuli (SaMT), a promiscuous bifunctional methyltransferase/cyclase (pMT1) enzyme from Streptomyces, or a modified pMT1 enzyme with at least one substitution. The enzymes allow the in-vivo and in-vitro production of cis-α-irone including the use of glucose as feedstock for the biotransformation into cis-α-irone.
专利号:US-11124809-B2 优先权日:2017-12-21 标题 :Production of alpha-(R)-(E)-(+)-ionone in recombinant Saccharomyces cerevisiae 发明人:AGOSIN TRUMPER EDUARDO ESTEBAN; SAITUA PEREZ FRANCISCO JAVIER; LOPEZ SALINAS JAVIERA CECILIA; DOMARADZKI MACIEJ E; IBACETA ACEVEDO MAXIMILIANO; ARENAS FRIGOLETT NATALIA 权利人:CENTROME INC 摘要:This invention provides improved biological synthesis of the apocarotenoid α-ionone in Saccharomyces cerevisiae. The final native step involved in the natural apocarotenoid pathway depends on an endogenous farnesyl pyrophosphate synthase (FPPs). From there, heterologous geranylgeranyl pyrophosphate synthase (crtE), phytoene synthase (crtB), phytoene desaturase (crtI), lycopene ε-cyclase (LycE) and a Carotenoid Cleavage Dioxygenase (CCD1) are required to complete the synthesis of α-ionone. Lycopene ε-cyclase from lettuce (Lactuca sativa) or modified cyclase from Arabidopsis thaliana was used to overproduce lycopene which was then cleaved by the carotenoid cleavage dioxygenase from Petunia hybrida (Ph-CCD1).
摘要:Bonrath, W.; Medlock, J. A.; Müller, M.-A., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 1, 223. 参考文献:10.1186/s12870-017-0988-4 摘要:Li W, Liu C, He M, Li J, Cai Y, Ma Y, Xu J. Largely different contents of terpenoids in beef red-flesh tangerine and its wild type. BMC Plant Biology. 2017 Feb 03;17(1):36. doi: 10.1186/s12870-017-0988-4.