发明名称 Substituted (3R,4R)-4-cyan-3,4-diphenylbutanoates, method for the production thereof and use thereof as herbicides and plant growth regulators
摘要 Compounds of the formula (I) or salts thereof, in each case in the optically active (3R,4R)-threo form,; in which R1 is hydrogen or a hydrolysable radical, and(R2)n, (R3)m, n and m are as defined in formula (I) according to claim 1, where the stereochemical configuration at the carbon atom in position 3 of the butanoic acid derivative has a stereochemical purity of from 60 to 100% (R), preferably 70 to 100% (R), or more preferably 80 to 100% (R), in particular 90 to 100% (R), based on a mixture of threo enantiomers present, andthe stereochemical configuration at the carbon atom in position 4 of the butanoic acid derivative has a stereochemical purity of from 60 to 100% (R), preferably 70 to 100% (R), more preferably 80 to 100% (R), in particular 90 to 100% (R), based on a mixture of threo enantiomers present, are suitable for use as herbicides and growth regulators, in particular for the selective use in plant crops, and can be prepared by the process of claim 9.
申请公布号 US9049863(B2) 申请公布日期 2015.06.09
申请号 US201214005379 申请日期 2012.03.12
申请人 Bayer Intellectual Property GmbH 发明人 Jakobi Harald;Mosrin Marc;Gatzweiler Elmar;Häuser-Hahn Isolde;Heinemann Ines;Rosinger Christopher Hugh;Angermann Alfred;Hoffmann Michael Gerhard;Schnatterer Stefan;Zeiβ Hans-Joachim
分类号 A01N43/20;A01N37/34;A01N37/44;A01N37/48;A01N41/02;C07C255/41;C07C255/57;C07C323/12;A01N41/10;A01N37/38 主分类号 A01N43/20
代理机构 Miles and Stockbridge 代理人 Miles and Stockbridge
主权项 1. A 4-cyano-3,4-diphenylbutanoate compound of formula (I) and/or a salt thereof, in each case in the optically active (3R,4R)-threo form,in which R1 is hydrogen or a hydrolyzable radical, (R2)n is n substituents R2, where each of the substituents R2 independently is halogen, cyano, nitro, (C1-C8)-alkyl, (C1-C8)-alkoxy, (C1-C8)-alkylthio, (C1-C8)-alkylsulfinyl, (C1-C8)-alkylsulfonyl, (C1-C6)-haloalkyl, (C1-C6)-haloalkoxy, (C1-C6)-haloalkylthio, (C1-C6)-haloalkylsulfinyl, (C1-C6)-haloalkylsulfonyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, tri-[(C1-C4)-alkyl]-silyl or tri-[(C1-C4)-alkyl]-silyl-(C1-C4)-alkyl or if n is greater than 1,where two groups R2 located ortho at the ring together are optionally a group of the formula —Z1-A*-Z2 in whichA* is an alkylene group having from 1 to 4 carbon atoms which is optionally substituted by at least one radical selected from the group consisting of halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy and (C1-C4)-haloalkoxy,Z1 is a direct bond, O or S andZ2 is a direct bond, O or S,where the group —Z1-A*-Z2 together with the carbon atoms of the phenyl ring to which they are attached form a fused-on 5- or 6-membered ring, and (R3)m is m substituents R3, where each of the substituents R3 independently is halogen, cyano, nitro, (C1-C8)-alkyl, (C1-C8)-alkoxy, (C1-C8)-alkylthio, (C1-C8)-alkylsulfinyl, (C1-C8)-alkylsulfonyl, (C1-C6)-haloalkyl, (C1-C6)-haloalkoxy, (C1-C6)-haloalkylthio, (C1-C6)-haloalkylsulfinyl, (C1-C6) -haloalkylsulfonyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, NR*R**, tri-[(C1-C4)-alkyl]-silyl or tri-[(C1-C4)-alkyl]-silyl-(C1-C4)-alkyl or if m is greater than 1, where two groups R3 located ortho at the ring together are optionally a group of the formula —Z3-A**-Z4 in which A** is an alkylene group having from 1 to 4 carbon atoms which is optionally substituted by at least one radical selected from the group consisting of halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy and (C1-C4)-haloalkoxy,Z3 is a direct bond, O or S andZ4 is a direct bond, O or S,where the group —Z3-A**-Z4 together with the carbon atoms of the phenyl ring to which they are attached form a fused-on 5- or 6-membered ring, R* and R** each independently are H, (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C6)-alkanoyl, [(C1-C4)-haloalkyl]-carbonyl, [(C1-C4)-alkoxy]-carbonyl, or [(C1-C4)-haloalkoxy]-carbonyl, or are optionally substituted (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C4)-alkyl, phenyl, phenyl-(C1-C4)-alkyl that is optionally substituted in the cycle by at least one identical or different radical Rbb or R* and R** together with the nitrogen atom to which they are attached are a 3-to 8-membered heterocycle which, in addition to the nitrogen atom, optionally contain one or two further ring heteroatoms selected from the group consisting of N, O and S and which are unsubstituted or substituted by at least one radical from the group consisting of (C1-C4 )-alkyl, (C1-C4)-haloalkyl and oxo, Rbb in each case independently is halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy or (C1-C4)-haloalkoxy or in the case of saturated or partially unsaturated cyclic base groups is optionally oxo, and n and m are each independently of one another 0, 1, 2, 3, 4 or 5, optionally 0, 1, 2 or 3, with the proviso that n and m are not simultaneously 0, where the stereochemical configuration at the carbon atom in position 3 of the 4-cayano-3,4-diphenylbutanoate compound has a stereochemical purity of from 60 to 100% (R), optionally from 70 to 100% (R), or optionally from 80 to 100% (R), or even optionally from 90 to 100% (R), based on a mixture of threo enantiomers present, and the stereochemical configuration at the carbon atom in position 4 of the 4-clano-3,4-diphenylbutanoate compound has a stereochemical purity of from 60 to 100% (R), optionally from 70 to 100% (R), or optionally from 80 to 100% (R), or even optionally from 90 to 100% (R), based on a mixture of threo enantiomers present.
地址 Monheim DE