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    • 7. 发明授权
    • Intermediates for (1,5) 6,6-Dimethyl-4-Hydroxy-3-oxabicyclo (3,1,0)
Hexan-2-one and its ethers
    • (1,5)6,6-二甲基-4-羟基-3-氧杂双环(3,1,0)己酮-2-酮及其醚的中间体
    • US4801723A
    • 1989-01-31
    • US36890
    • 1987-04-10
    • Jacques MartelJean TessierJean-Pierre DeMoute
    • Jacques MartelJean TessierJean-Pierre DeMoute
    • C07D307/33C07D307/60C07D307/93C07D307/58
    • C07D307/60C07D307/93
    • A process for the preparation of compounds of the (1RS, 4RS, 5SR), (1R, 4R, 5S) or (1S, 4S, 5R) configuration having the formula ##STR1## wherein Y is selected from the group consisting of hydrogen and the organic residue Z of an optionally chiral alcohol of the formula ZOH comprising reacting in the presence of an acid agent 5RS-hydroxy-2,5-dihydrofuran-2-one having the formula ##STR2## either (a) with an achiral alcohol of the formula ZOH to obtain the resulting ether and reacting the latter in an anhydrous medium with an isopropylidene sulfurane of the formula ##STR3## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of optionally substituted monocyclic aromatic groups, isopropyl, groups and tertiary alkyl groups, to obtain a compound of formula I of the (1RS, 4RS, 5SR) configuration and Y is Z and optionally hydrolyzing the latter in acid medium to obtain the compound of formula I wherein Y is hydrogen or (b) with an optically active chiral alcohol of the formula ZOH to obtain a mixture of stereoisomeric ether due to the asymetrical carbon in the 5-position which mixture is rich in one of the two diastereoisomers, separating the diastereoisomeric ethers by physical means and reacting the separated diastereoisomers with the compound of formula II in anhydrous medium to obtain the compound of formula I with (1R, 4R, 5S) or (1S, 4S, 5R) configuration wherein Y is Z and optionally hydrolyzing the latter in an acid media to obtain the compound of formula I wherein Y is hydrogen and novel intermediates. The compounds of formula I where Y is hydrogen are described in French Pat. No. 1,580,474 and are interemediates for diversely substituted cyclopropane carboxylic acids whose esters are may active insecticides.
    • 制备具有下式的(1RS,4RS,5SR),(1R,4R,5S)或(1S,4S,5R)构型的化合物的方法,其中Y选自氢 和式ZOH的任选手性醇的有机残基Z包括在酸式试剂5RS-羟基-2,5-二氢呋喃-2-酮的存在下反应,式(II)与(a)与非手性 醇,得到所得的醚,并使其在无水介质中与式III的异丙叉硫烷反应,其中R 1和R 2分别选自任选取代的单环芳基,异丙基,基团 和叔烷基,得到(1RS,4RS,5SR)构型的式I化合物,Y为Z,并任选地在酸性介质中水解后者,得到其中Y为氢的式I化合物或(b)与 一种光学活性的手性醇 由于五位不对称碳在5位上得到立体异构体醚的混合物,该混合物富含两种非对映异构体之一,通过物理方法分离非对映异构体醚,并将分离的非对映异构体与式II化合物在无水 (1R,4R,5S)或(1S,4S,5R)构型的式I化合物,其中Y是Z,并任选地在酸性介质中水解后者,得到其中Y是氢的式I化合物, 新颖的中间体。 其中Y是氢的式I化合物描述于French Pat。 为1,580,474,并且是用于各种可取代的环丙烷羧酸的中间体,其酯可以是活性杀虫剂。
    • 9. 发明授权
    • Novel cyclopropane carboxylic acid esters
    • 新型环丙烷羧酸酯
    • US4310542A
    • 1982-01-12
    • US249195
    • 1981-03-30
    • Jacques MartelJean TessierJean-Pierre Demoute
    • Jacques MartelJean TessierJean-Pierre Demoute
    • A01N53/00A23K1/16A61K31/215A61K31/275A61K31/34A61K31/40C07C51/60C07C61/04C07D209/48C07D307/45C07D307/93A01N37/34A01N43/16A01N43/36A01N65/00
    • C07D209/49A01N53/00A23K20/105A61K31/275C07C51/60C07C61/04C07D209/48C07D307/42C07D307/93Y10S424/08
    • Novel cyclopropane carboxylic acid esters of the formula ##STR1## wherein X.sub.1 is selected from the group consisting of hydrogen, fluorine, chlorine and bromine, X.sub.2 is selected from the group consisting of fluorine, chlorine and bromine, X.sub.3 is selected from the group consisting of chlorine, bromine and iodine and R is selected from the group consisting of ##STR2## and benzyl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkenyloxy of 2 to 6 carbon atoms, alkadienyl of 4 to 8 carbon atoms, methylenedioxy, benzyl and halogens, R.sub.1 is selected from the group consisting of hydrogen and methyl, R.sub.2 is selected from the group consisting of monocyclic aryl and --CH.sub.2 --C.tbd.CH,R.sub.3 is an aliphatic of 2 to 6 carbon atoms having at least one double bond, R.sub.4 is selected from the group consisting of hydrogen, --CN and --C.tbd.CH, R.sub.5 is selected from the group consisting of chlorine and methyl, n is 0, 1 or 2, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are individually selected from the group consisting of hydrogen, chlorine and methyl and S/I indicates that the ring may be aromatic, dihydro or tetrahydro having pesticidal properties, and a process for their preparation.
    • 新的式(I)的环丙烷羧酸酯,其中X 1选自氢,氟,氯和溴,X 2选自氟,氯和溴,X 3选自 的氯,溴和碘,R选自 + TR< IMAGE>和任选被至少一个由1至4个碳原子的烷基取代的苄基 2至6个碳原子的烯基,2至6个碳原子的链烯氧基,4至8个碳原子的链二烯基,亚甲二氧基,苄基和卤素,R 1选自氢和甲基,R 2选自 的单环芳基和-CH 2 -C 3 CH 3,R 3是具有至少一个双键的2至6个碳原子的脂族基,R 4选自氢,-CN和-C 3位CH,R 5选自 该组由氯和 甲基,n为0,1或2,R6,R7,R8和R9分别选自氢,氯和甲基,S / I表示该环可为具有杀虫性质的芳香族二氢或四氢,以及 一个他们准备的过程。