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Process for enzymatic acylation of alcohols with alkoxyvinyl acetates by transesterification

机译:通过酯交换反应将醇与乙酸烷氧基乙烯基酯酶促酰化的方法

摘要

Enzymatic acylation process for alcohols is claimed. The process comprises: (a) reacting an ester of formula (I) with an alcohol of formula (II) or (IV) in the presence of lipase (L), and isolating the optically pure alcohol, and opt. the other enantiomers, from the ester obtd. (L) is derived from porcine liver or pancreas, or microorganisms such as Candida, Penicillium, Mucor, Rhizopus, Aspergillus and Pseudomonas. R1 = H, 1-18C alkyl (opt. substd. by halo), phenyl or 1-3C alkoxy-(1-4C)-alkyl; R2 = H or E or Z Me; R3 = Me, Et, Pr, i-Pr or n-Bu; R4 = 1-18C alkyl or 3-10C cycloalkyl (both opt. halogenated); R5 = 1-5C epoxyalkyl (with the epoxy gp. beta - to the OH gp.), 1-10C alkyl, 2-10C alkenyl, 2-10C alkynyl or 3-8C cycloalkenyl (these 4 opt. substd. by COOH, halo, NO2, CN, 1-4C alkoxy or Ph), or aryl or heteroaryl (both opt. substd. by 1-4C alkyl, 1-4C alkoxy, halo, NO2, CN or NA); or R4+R5 = a gp. of formula (a) or (b) (sic), or the alkenylene (a) or (b) forms a keto gp.; Ph = phenyl (opt. substd. by halo, NO2, CN or 1-4C alkoxy); NA = protected amino; n = 1-3; R6,R7 = H, 2-4C alkenyl or 1-4C alkyl; or R6+R7 = anellated phenyl or naphthyl (both opt. substd. by 1-4C alkyl, 1-4C alkoxy, NO2, CN or halo); R8 = H or alkyl; R9 = XR10, R10 = alkyl, aralkyl, aryl, benzyl or naphthylmethyl; X = bond or O.
机译:要求保护醇的酶酰化方法。该方法包括:(a)在脂肪酶(L)的存在下,使式(I)的酯与式(II)或(IV)的醇反应,并分离光学纯的醇,然后进行选择。其他对映体,来自酯obtd。 (L)衍生自猪肝或胰腺,或微生物,例如念珠菌,青霉菌,Mucor,根瘤菌,曲霉和假单胞菌。 R1 = H,1-18C烷基(被卤素取代),苯基或1-3C烷氧基-(1-4C)-烷基; R2 = H或E或Z Me; R3 = Me,Et,Pr,i-Pr或n-Bu; R4 = 1-18C烷基或3-10C环烷基(均被卤化); R5 = 1-5C环氧烷基(环氧gp。-相对于OH gp),1-10C烷基,2-10C烯基,2-10C炔基或3-8C环烯基(这4个选项由COOH取代,卤素,NO 2,CN,1-4C烷氧基或Ph),或芳基或杂芳基(均被1-4C烷基,1-4C烷氧基,卤素,NO 2,CN或NA取代);或R4 + R5 = gp。式(a)或(b)的化合物(sic),或亚烯基(a)或(b)形成酮基gp。 Ph =苯基(由卤素,NO2,CN或1-4C烷氧基取代); NA =受保护的氨基; n = 1-3; R6,R7 = H,2-4C烯基或1-4C烷基;或R 6 + R 7 =带芳基的苯基或萘基(均被1-4C烷基,1-4C烷氧基,NO 2,CN或卤素取代);或R8 = H或烷基; R9 = XR10,R10 =烷基,芳烷基,芳基,苄基或萘甲基; X =键或O。

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