摘要:
PURPOSE: To obtain the titled compound which is an alcoholic component of a synthetic pyrethroid in a short step, by reacting a novel acetal compound with an aqueous acid or with a base to saponify the ester group thereof, and reacting the aqueous acid therewith. CONSTITUTION: A β-ketone ester of formula I (R 3 is alkyl or alkenyl; R 4 is alkyl) is reacted with an α-ketoacetal compound of formula II (R 1 is alkyl; R 2 is R 3 ) in the presence of a base to give a novel acetal compound of formula III, e.g. methyl 6,6-dimethoxy-5-hydroxy-5-methyl-4-allyl-3-ketohexanoate, which is then reacted with an aqueous acid, e.g. aqueous solution of dilute hydrochloric acid or aqueous solution of dilute sulfuric acid, or saponified with the base first and then reacted with the aqueous acid to afford the aimed cyclopentenolone of formula IV, e.g. 4-hyroxy-2-allyl-3-methyl-2-cyclopentenolone. COPYRIGHT: (C)1984,JPO&Japio
摘要翻译:目的:在短时间内获得合成拟除虫菊酯类成分的标题化合物,通过使新型缩醛化合物与酸水溶液或碱反应,使其酯基皂化,并使其与酸水溶液反应。 构成:式I的β-酮酯(R 3是烷基或烯基; R 4是烷基)与式II的α-酮缩醛化合物反应(R 1是烷基; R 2) 是R 3)),得到式III的新型缩醛化合物,例如 6,6-二甲氧基-5-羟基-5-甲基-4-烯丙基-3-酮酸甲酯,然后与含水酸例如乙酸乙酯反应。 稀盐酸水溶液或稀硫酸水溶液,或先用碱皂化,然后与酸水溶液反应,得到式IV的目标环戊烯醇酮, 4- hyroxy -2-烯丙基-3-甲基-2-环戊烯醇酮。
摘要:
PURPOSE: To manufacture efficiently 2-propargyl-3-methyl-4-hydroxy-2-cyclopentenone, by using 2-(3-butynyl)-5-methylfuran as a starting material and by applying a bromine method or an electrolytic oxidation method. CONSTITUTION: 2-(3-Butynyl)-5-methylfuran is dissolved in a lower alcohol, and bromine or a soln. of bromine in a lower alcohol is added in the presence of NaOH or the like to prepare 2,5-dialkoxy-2-(3-butynyl)-5-methyldihydrofuran. The starting material may be electrolytically oxidized in a lower alcohol solvent using an electrode of Pt or the like. After adding an acid catalyst such as sulfuric acid or hydrochloric acid, the intermediate product is hydrolyzed at -10W80°C. The resulting cis-3-nonene-2,6-dione-8-yne is reacted at -20W50°C in the presence of a basic catalyst such as Na or Ca to manufacture efficiently 2-propargyl-3-methyl-4-hydroxy-2-cyclopentenone. COPYRIGHT: (C)1984,JPO&Japio
摘要:
NEW MATERIAL:The prostaglandin-mimic compound of formula I (R 1 is 1W5C alkylene; R 2 is 1W8C alkyl, 4W7C cycloalkyl which is unsubstituted or substituted with at least one 1W8C alkyl, etc.; the double bond between the 13 and 14 carbon atoms is trans; excluding the compound of formula II) and its cyclodextrin clathrate compound. EXAMPLE: 2- Decarboxy-2-glycoloyl-6-oxo-15- ( 3-propylcyclopentyl ) -16,17,18,19,20- pentanol-pGE 1 . USE: Remedy for cell disorder. Useful for various diseases caused by the disorder of the cells of digestive organs, uropoietic organs, respiratory organs, circulatory organs, blood, etc. PROCESS: The compound of formula I can be prepared by hydrolyzing the compound of formula III (R 3 is tetrahydropyran-2-yl, etc.) under acidic condition. COPYRIGHT: (C)1983,JPO&Japio
摘要翻译:新材料:式I的前列腺素模拟化合物(R 1是1-5C亚烷基; R 2是1-8C烷基,未被取代或被至少一个1-8C烷基取代的4-7C环烷基, 13和14个碳原子之间的双键是反式的;不包括式II)的化合物及其环糊精包合物。 实施例:2-脱羧-2-乙酰氧基-6-氧代-15-(3-丙基环戊基)-16,17,18,19,20-戊醇-GEGE1。 用途:治疗细胞障碍。 可用于消化器官,造血器官,呼吸器官,循环器官,血液等细胞的紊乱引起的各种疾病。方法:式I化合物可以通过水解式III化合物(R 3) 是四氢吡喃-2-基等)在酸性条件下。
摘要:
NEW MATERIAL:The optically active 4-hydroxycyclopentenone derivative of formulaI(R is H, group of formula II or formula III; * represents asymmetric carbon atom). EXAMPLE:2-Allyl-4(R)-{4-[( 1R, 5S )-6,6-dimethyl-2-oxo-2-oxabicyclo( 3,1,0 )- hexyl] oxy}cyclopent-2-enone. USE:An intermediate of a prostaglandin compound (blood platelet coagulation inhibiting agent and antiulcer agent). PROCESS:4-Hydroxycyclopentenone of formula IV is made to react with the lactone compound of formula V (R1 is H or lower alkyl) or formula VI either in the presence of an acidic agent or by dehydration to obtain an acetal derivative. The steric isomer is separated from the acetal derivative, and if necessary, the acetal bond is broken to obtain the compound of formulaI.