(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one | 76713-89-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one
• 英文别名: (E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one；(E)-1-(4-chlorphenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one；(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-one
• CAS: 76713-89-8
• 化学式: C₁₅H₁₆ClN₃O
• 分子量: 289.765
• InChiKey: LACMLEGEQFCFAZ-MDWZMJQESA-N

物化性质

• 沸点：
  473.4±55.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one 在 盐酸 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (Z)-1-(4-氯苯基)-4,4-二甲基-2-(1,2,4-三唑-1-基)戊-1-烯-3-醇
  参考文献：
  名称：

  Optically active borane complex and a method for producing an optically

  摘要：

  本发明涉及一种光学活性硼烷配合物，其通式表示为：##STR1## 其中，R.sup.1代表芳基，R.sup.2代表烷基，标记*表示不对称碳，以及一种通过使用该硼烷配合物还原原手性酮制备光学活性醇衍生物的方法。该光学活性醇衍生物可用于杀菌剂、除草剂或植物生长调节剂。

  公开号：

  US04749809A1
• 作为产物：
  描述：

  1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one 在 甲烷磺酸 、 溴 作用下， 以 氯苯 为溶剂， 反应 2.0h， 以95%的产率得到(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one
  参考文献：
  名称：

  A Facile Preparation of (E)-α-(1H-1,2,4-Triazol-1-yl)styryl Ketones Using Isomerization-Crystallization Method

  摘要：

  Treatment of (Z)-alpha-(1H-1,2,4-triazol-1-yl)styryl ketones with acids such as sulfuric acid and methanesulfonic acid in the presence of bromine as a catalyst followed by hydrolysis of the resulting crystalline salts gives the corresponding (E)-isomers with high efficiency.

  DOI：

  10.1080/00397919408010235

文献信息

• Optical isomer of triazolylpentenols, and their production and use as
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04435203A1

  公开（公告）日：1984-03-06

  This invention relates to a triazolyl alcohol derivative having an optical activity of (-) or (+) and represented by the general formula (I), ##STR1## wherein X represents a hydrogen atom or a chlorine atom and the asterisk indicates an asymmetric carbon atom, a process for preparing same, and a fungicide containing same as active ingredient.

  该发明涉及一种具有(-)或(+)光学活性的三唑醇衍生物，其通式(I)表示如下： 其中X代表氢原子或氯原子，星号表示一个不对称碳原子，还涉及一种制备该化合物的方法，以及含有该化合物作为活性成分的杀菌剂。
• Synthesis of Optically Active α,β-Unsaturated Triazolyl Alcohols via Chiral Auxiliary-Modified NaBH₄Reduction of the Corresponding Ketones
  作者：Tang Chuchi、Zhou Zhenghong、Tang Yilong、Wang Lixin、Zhao Guofeng、Zhou Qilin

  DOI：10.1055/s-2003-44365

  日期：——

  α-Disubstituted pyrrolidine-2-methanols were synthesized starting from L-proline and their application as chiral auxiliary in the asymmetric NaBH 4 reduction of α,β-unsaturated triazolyl ketones was investigated. The corresponding α,β-unsaturated triazolyl alcohol derivatives (Uniconazole and Diniconazole) were obtained in good chemical yields with high ee values (up to 93%).

  以L-脯氨酸为原料合成了α-二取代吡咯烷-2-甲醇，并研究了其作为手性助剂在α,β-不饱和三唑基酮的不对称NaBH 4 还原中的应用。以良好的化学收率获得了相应的 α,β-不饱和三唑醇衍生物（Uniconazole 和 Diniconazole），具有高 ee 值（高达 93%）。
• Asymmetrically modified boron hydride type compound, a production method
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04760149A1

  公开（公告）日：1988-07-26

  The present invention relates to an asymmetrically modified borohydride type compound obtained by reacting an optically active amino alcohol represented by the formula, ##STR1## or its salt with an acid with a borohydride compound; its production method; and a method for producing an optically active alcohol derivative useful as fungicides, herbicides or plant growth regulators and represented by the formula, ##STR2## which comprises asymmetrically reducing a ketone compound represented by the formula, ##STR3## with the asymmetrically modified borohydride type compound.

  本发明涉及一种不对称修饰的硼氢化物类化合物，该化合物是通过将化学式为 ##STR1## 的手性氨基醇或其盐与酸反应得到的硼氢化物化合物；其制备方法；以及一种制备用作杀菌剂、除草剂或植物生长调节剂的手性醇衍生物的方法，该方法包括使用不对称修饰的硼氢化物类化合物不对称还原化学式为 ##STR3## 的酮化合物。
• Method for producing an optically active azolyl-.alpha.
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04908455A1

  公开（公告）日：1990-03-13

  The present invention relates to a method for producing optically active alcohol derivatives, which are useful as fungicides, herbicides or plant growth regulators, represented by the formula, ##STR1## by carrying out the asymmetric reduction of a ketone compound represented by the formula, ##STR2## with a boron hydride-reducing agent modified with an optically active amino alcohol represented by the formula, ##STR3## and also relates to the boron hydride type compound obtained by reacting the above optically active amino alcohol with a boron hydride compound and its production method.

  本发明涉及一种制备光学活性醇衍生物的方法，该衍生物可用作杀菌剂、除草剂或植物生长调节剂，其化学式表示为，##STR1## 通过使用一种经过光学活性氨基醇修饰的硼氢化还原剂对化学式表示为，##STR2## 的酮化合物进行不对称还原，得到该光学活性醇衍生物，同时还涉及通过将上述光学活性氨基醇与硼氢化合物反应得到的硼氢化合物及其制备方法。
• Method for producing an optically active
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05144071A1

  公开（公告）日：1992-09-01

  Alkenecarboxylic esters of the formula I ##STR1## where R.sup.1 is alkyl of 1 to 6 carbon atoms, R.sub.2 is hydrogen or alkyl or 1 to 4 carbon atoms, the substituents being identical or different, and n is 1, 2 or 3 are prepared by reacting lactones of the formula II ##STR2## where R.sup.2 has the same meanings as in the formula I, R.sub.3 is hydrogen or methyl and m is 0, 1 or 2, with the proviso that n and m differ by 1 when R.sub.3 is hydrogen and by 2 when R.sub.3 is methyl, with alkanols having 1 to 6 carbon atoms at from 50.degree. to 450.degree. C. in the presence of zeolites and/or phosphates as catalysts.

  式I的烯丙酸酯 ##STR1##其中R.sup.1是1至6个碳原子的烷基，R.sub.2是氢或1至4个碳原子的烷基，取代基相同或不同，n为1、2或3，通过在存在沸石和/或磷酸盐催化剂的情况下，将式II的内酯与1至6个碳原子的脂肪醇反应，其中 ##STR2## R.sup.2在式I中具有相同的含义，R.sub.3是氢或甲基，m为0、1或2，但当R.sub.3为氢时，n和m相差1，当R.sub.3为甲基时，n和m相差2。