cis-1S,5R-metconazole | 115850-27-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: cis-1S,5R-metconazole
• 英文别名: (-)-cis-5-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(1H-1,2,4-triazole-1-ylmethyl]cyclopentanol；Metconazole, cis-；(1S,5R)-5-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol
• CAS: 115850-27-6
• 化学式: C₁₇H₂₂ClN₃O
• 分子量: 319.834
• InChiKey: XWPZUHJBOLQNMN-PBHICJAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [(1S,5R)-5-(4-chloro-benzyl)-2,2-dimethyl-6-oxa-bicyclo[3.1 .0]hex-1-yl]-methanol 在 aluminum (III) chloride 、 sodium tetrahydroborate 、 N,N-二甲基环己胺 、 甲基磺酰氯 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 14.0h， 生成 cis-1S,5R-metconazole
  参考文献：
  名称：

  [EN] PROCESS FOR PREPARING CIS-5-[1-(4-CHLOROPHENYL)-METHYLENE]-1-HYDROXYMETHYL-2,2-DIMETHYLCYCLOPENTANOL
  [FR] PROCÉDÉ DE PRÉPARATION DE CIS-5-[1-(4-CHLOROPHÉNYL)-MÉTHYLÈNE]-1-HYDROXYMÉTHYL-2,2-DIMÉTHYL CYCLOPENTANOL

  摘要：

  本发明涉及一种制备式（la）（lb）的二元醇或其混合物的方法，包括将式（Va）或（Vb）的环氧醇或其混合物与碱金属硼氢化物或碱土金属硼氢化物，特别是氢氧化钠硼氢化物和无水氯化铝（III）反应。本发明还涉及制备式（Va）或（Vb）的环氧醇的方法和中间体。本发明还涉及制备顺式-甲肟唑的方法，其中式（la）或（lb）的二元醇被用作前体。

  公开号：

  WO2013117629A1

文献信息

• [EN] AZOLE DERIVATIVES, METHODS FOR PRODUCING THE SAME, INTERMEDIATE THEREOF, AGRO-HORTICULTURAL AGENTS<br/>[FR] DÉRIVÉS D'AZOLE, LEURS PROCÉDÉS DE PRODUCTION, LEUR INTERMÉDIAIRE, AGENTS À USAGE AGRICOLE ET HORTICOLE
  申请人：KUREHA CORP

  公开号：WO2011070771A1

  公开（公告）日：2011-06-16

  An azole derivative according to the invention is represented by Formula (I), wherein each of Ra and Rb denotes a hydrogen atom, or a C1-C6 alkyl group, a C2-C6 alkenyl group or a C2-C6 alkynyl group; Ra and Rb may be substituted with Xa or Xb which is a halogen atom; each of na and nb denotes 0 or the number of Xa- or Xb-substituted hydrogen atoms among the hydrogen atoms in Ra or Rb; each Y denotes a halogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, a C1-C4 alkoxy group, a C1-C4 haloalkoxy group, a phenyl group, a cyano group or a nitro group; m denotes 0 to 5; and A denotes a nitrogen atom or a methyne group. As a result, an azole derivative contained as an active ingredient in an agro-horticultural agent having an excellent controlling effect on diseases can be provided.

  根据本发明，唑类衍生物的表示式为（I），其中Ra和Rb中的每一个表示一个氢原子，或者一个C1-C6烷基基团，一个C2-C6烯基基团或一个C2-C6炔基基团；Ra和Rb可以用Xa或Xb取代，Xa或Xb是卤素原子；na和nb中的每一个表示0或者Ra或Rb中的氢原子中被Xa或Xb取代的氢原子的数量；每个Y表示一个卤素原子，一个C1-C4烷基基团，一个C1-C4卤代烷基基团，一个C1-C4烷氧基基团，一个C1-C4卤代烷氧基基团，一个苯基，一个氰基或一个硝基；m表示0到5；A表示一个氮原子或一个甲基基团。因此，可以提供作为农业园艺剂中活性成分的唑类衍生物，具有对疾病具有良好控制效果的特点。
• Azolylmethyloxabicyclohexane derivatives and fungicidal compositions
  申请人：Kureha Kagahu Kogyo K.K.

  公开号：US05225430A1

  公开（公告）日：1993-07-06

  Disclosed herein is a process for preparing a cis-azole derivative represented by the general formula (I) ##STR1## wherein R.sup.1 and R.sup.2 denote each a hydrogen atom or an alkyl group, R denotes a halogen atom, a nitro group, a cyano group, an alkyl group, a haloalkyl group or a phenyl group, A denotes a nitrogen atom or a methine group, and n stands for an integer of 1-5, which comprises reducing an azolylmethyloxabicyclohexane derivative represented by the general formula (VI) ##STR2## wherein R.sup.1, R.sup.2, R, A and n have the same meanings as defined above. A fungicidal composition comprising the azolylmethyloxabicyclohexane derivative represented by the above-mentioned general formula (VI) is also desclosed.

  本文揭示了一种制备由通式（I）表示的顺式唑类衍生物的过程 其中R.sup.1和R.sup.2分别表示氢原子或烷基，R表示卤素原子、硝基、氰基、烷基、卤代烷基或苯基，A表示氮原子或甲基，n表示1-5之间的整数，包括还原由通式（VI）表示的唑基甲氧基环己烷衍生物的步骤 其中R.sup.1、R.sup.2、R、A和n的含义与上述定义相同。还公开了一种包含上述通用公式（VI）表示的唑基甲氧基环己烷衍生物的杀真菌组合物。
• AZOLE DERIVATIVE, METHOD FOR PRODUCING SAME, INTERMEDIATE COMPOUND, AND AGRICULTURAL OR HORTICULTURAL CHEMICAL AGENT AND INDUSTRIAL MATERIAL PROTECTING AGENT
  申请人：Araki Nobuyuki

  公开号：US20140179517A1

  公开（公告）日：2014-06-26

  Provided is an azole derivative superior in disease-controlling activity contained as an active ingredient in agricultural or horticultural chemical agents. The azole derivative according to the present invention is represented by the following General Formula (I): (in Formula (I), R 1 represents an unsubstituted or substituted C 1 -C 6 -alkyl group; R 2 represents a carbonyl group-containing functional group, wherein the carbon atom in the carbonyl group is bound to the carbon atom in the cyclopentane ring substituted with R 1 and to a hydrogen atom, a hydroxyl group, R 3 , OR 3 , or NR 3 R 4 ; R 3 and R 4 each represent a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, or a C 2 -C 6 -alkynyl group; Y represents a halogen atom, a C 1 -C 4 -alkyl group, a C 1 -C 4 -haloalkyl group, a C 1 -C 4 -alkoxy group, a C 1 -C 4 -haloalkoxy group, a phenyl group, a cyano group, or a nitro group; m is 0 to 5; and A represents a nitrogen atom or a methine group).

  提供了一种优于疾病控制活性的唑类衍生物，作为农业或园艺化学剂的活性成分。根据本发明，所述唑类衍生物由以下通式（I）表示：（在式（I）中，R1表示未取代或取代的C1-C6烷基基团；R2表示含有羰基基团的功能基团，其中羰基中的碳原子与取代R1的环戊烷环上的碳原子以及氢原子，羟基，R3，OR3或NR3R4结合；R3和R4分别表示C1-C6烷基，C2-C6烯基或C2-C6炔基；Y表示卤素原子，C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，苯基，氰基或硝基；m为0至5；A表示一个氮原子或一个甲基基团）。
• Process for producing optically active 1,2-diol derivatives
  申请人：KUREHA KAGAKU KOGYO KABUSHIKI KAISHA

  公开号：EP0576834A3

  公开（公告）日：1995-01-11

  In the present invention, an optically active cis type 1,2-diol derivative of the following formula (I) is produced by reacting a cis type 1,2-diol derivative of the formula (I) with a carboxylic acid derivative of the formula (II) in the presence of a lipase: wherein R1 and R2 independently represent hydrogen atom or an alkyl group, X represents a halogen atom, a nitro group, a cyano group, an alkyl group, a haloalkyl group, or a phenyl group, and n represents an integer of from 0 to 5; R3 represents a C1 - C10 alkyl group or an aryl group, and R4 represents a hydrogen atom, a C1 - C5 alkyl group, a C2 - C4 alkenyl group, or COR3.The cis type means that the bond between the cyclopentane ring and the hydroxy group and the bond between the cyclopentane ring and the benzyl group reside in the same direction as that portrayed on the paper.The optically active cis type 1,2-diol derivative is used as an intermediate for producing an optically active cis type azole derivative of the formula (VII).

  在本发明中，通过在脂肪酶存在下将公式（I）的顺式1,2-二醇衍生物与公式（II）的羧酸衍生物反应，制备了以下公式（I）的光学活性顺式1,2-二醇衍生物： 其中，R1和R2独立表示氢原子或烷基，X表示卤素原子，硝基，氰基，烷基，卤代烷基或苯基，n表示0到5的整数；R3表示C1-C10烷基或芳基，R4表示氢原子，C1-C5烷基，C2-C4烯基或COR3。 顺式类型表示环戊烷环与羟基之间的键和环戊烷环与苯甲基之间的键在纸上的方向相同。 该光学活性顺式1,2-二醇衍生物用作制备公式（VII）的光学活性顺式唑类衍生物的中间体。
• AZOLE DERIVATIVES, METHODS FOR PRODUCING THE SAME, INTERMEDIATE THEREOF, AGRO-HORTICULTURAL AGENTS
  申请人：Araki Nobuyuki

  公开号：US20120232286A1

  公开（公告）日：2012-09-13

  An azole derivative according to the invention is represented by Formula (I), wherein each of R a and R b denotes a hydrogen atom, or a C 1 -C 6 alkyl group, a C 2 -C 6 alkenyl group or a C 2 -C 6 alkynyl group; R a and R b may be substituted with X a or X b which is a halogen atom; each of n a and n b denotes 0 or the number of X a - or X b -substituted hydrogen atoms among the hydrogen atoms in R a or R b ; each Y denotes a halogen atom, a C 1 -C 4 alkyl group, a C 1 -C 4 haloalkyl group, a C 1 -C 4 alkoxy group, a C 1 -C 4 haloalkoxy group, a phenyl group, a cyano group or a nitro group; m denotes 0 to 5; and A denotes a nitrogen atom or a methyne group. As a result, an azole derivative contained as an active ingredient in an agro-horticultural agent having an excellent controlling effect on diseases can be provided.

  根据本发明，一种唑类衍生物由式（I）表示，其中Ra和Rb中的每一个表示氢原子，或C1-C6烷基，C2-C6烯基或C2-C6炔基；Ra和Rb可以用Xa或Xb取代，Xa或Xb是卤素原子；na和nb中的每一个表示0或在Ra或Rb的氢原子中被Xa或Xb取代的氢原子数；每个Y表示卤素原子，C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，苯基，氰基或硝基；m表示0到5；A表示氮原子或甲基烷基。因此，可以提供一种作为农业园艺剂活性成分的唑类衍生物，其具有对疾病的优异控制效果。