4-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexene-1,4-dicarbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexene-1,4-dicarbonitrile
• 化学式: C₂₀H₂₂N₂O₂
• 分子量: 322.407
• InChiKey: MHAGUUDHLPJEPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexene-1,4-dicarbonitrile 在 barium hydroxide octahydrate 作用下， 以 乙醇 、 水 为溶剂， 反应 3.5h， 以21%的产率得到4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-cyclohexene-1-carboxylic acid
  参考文献：
  名称：

  A Practical Synthesis of the PDE4 Inhibitor, SB-207499, from a Cyclohexanone Precursor

  摘要：

  The synthesis of SB-207499 is described. Investigation and development of new strategies for the homologation of ketone, 4-cyano-4-[3-(cyclopentyloxy)-4-(methoxyphenyl)]-cyclohexan-1-one 2 are described which produce SB-207499. Our ultimate route of synthesis to SB-207499 is robust and operationally simple and produces the final drug substance in good yield and purity.

  DOI：

  10.1021/op025584z
• 作为产物：
  描述：

  1-[3-(环戊基氧基)-4-甲氧基苯基]-4-氧代环己烷甲腈 在 吡啶 、 氯化亚砜 、 sodium hydrogensulfite 作用下， 以 水 、 甲苯 为溶剂， 反应 3.0h， 生成 4-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexene-1,4-dicarbonitrile
  参考文献：
  名称：

  A Practical Synthesis of the PDE4 Inhibitor, SB-207499, from a Cyclohexanone Precursor

  摘要：

  The synthesis of SB-207499 is described. Investigation and development of new strategies for the homologation of ketone, 4-cyano-4-[3-(cyclopentyloxy)-4-(methoxyphenyl)]-cyclohexan-1-one 2 are described which produce SB-207499. Our ultimate route of synthesis to SB-207499 is robust and operationally simple and produces the final drug substance in good yield and purity.

  DOI：

  10.1021/op025584z

文献信息

• 2,2,6,6 diethyl-dimethyl-1-alkoxy-piperidine compounds and their corresponding 1-oxides
  申请人：——

  公开号：US20030065184A1

  公开（公告）日：2003-04-03

  The present invention relates to selected 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,3,6 trimethyl piperidine derivatives which are substituted in the 4 position by an oxygen or nitrogen atom; a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b) said piperidine derivatives. Further aspects of the present invention are a process for polymerizing ethylenically unsaturated monomers, and the use of 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,6 dimethyl piperidine derivatives which are substituted in the 4 position by an oxygen or nitrogen atom for controlled polymerization. The intermediate N-oxyl derivatives, a composition of the N-oxyl derivatives with ethylenically unsaturated monomers and a free radical initiator, as well as a process for polymerization are also subjects of the present invention.

  本发明涉及选择的1-烷氧基-2,2-二乙基-6,6-二甲基哌啶和1-烷氧基-2,6-二乙基-2,3,6-三甲基哌啶衍生物，这些衍生物在4位被氧或氮原子取代；包括a）至少一种乙烯基不饱和单体和b）所述哌啶衍生物的可聚合组合物。本发明的其他方面包括聚合乙烯基不饱和单体的过程，以及使用在4位被氧或氮原子取代的1-烷氧基-2,2-二乙基-6,6-二甲基哌啶和1-烷氧基-2,6-二乙基-2,6-二甲基哌啶衍生物进行受控聚合。中间体N-氧基衍生物，N-氧基衍生物与乙烯基不饱和单体和自由基引发剂的组合物，以及聚合的过程也是本发明的主题。
• Process and intermediates for preparing a cyclohexylnitrile
  申请人：——

  公开号：US20030050497A1

  公开（公告）日：2003-03-13

  Cyanohydrin homologation of the 4-cyanocyclohexanone (D) provides a 4-cyanocyclohexanoic acid (1).

  对4-氰基环己酮(D)进行氰醇同系物化反应，可以得到4-氰基环己烷甲酸(1)。
• 2,2,6,6 Diethyl-dimethyl-1-alkoxy-piperidine compounds and their corresponding 1-oxides
  申请人：Nesvadba Peter

  公开号：US20050143539A1

  公开（公告）日：2005-06-30

  The present invention relates to selected 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,3,6 trimethyl piperidine derivatives which are substituted in the 4 position by an oxygen or nitrogen atom; a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b) said piperidine derivatives. Further aspects of the present invention are a process for polymerizing ethylenically unsaturated monomers, and the use of 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,6 dimethyl piperidine derivatives which are substituted in the 4 position by an oxygen or nitrogen atom for controlled polymerization. The intermediate N-oxyl derivatives, a composition of the N-oxyl derivatives with ethylenically unsaturated monomers and a free radical initiator, as well as a process for polymerization are also subjects of the present invention.

  本发明涉及选定的1-烷氧基-2,2-二乙基-6,6-二甲基哌啶和1-烷氧基-2,6-二乙基-2,3,6-三甲基哌啶衍生物，它们在4位被氧原子或氮原子取代；一种聚合组合物，包括a）至少一种乙烯基不饱和单体和b）所述哌啶衍生物。本发明的其他方面包括聚合乙烯基不饱和单体的过程，以及使用在4位被氧原子或氮原子取代的1-烷氧基-2,2-二乙基-6,6-二甲基哌啶和1-烷氧基-2,6-二乙基-2,6-二甲基哌啶衍生物进行控制聚合的方法。中间体N-氧化物衍生物，N-氧化物衍生物与乙烯基不饱和单体和自由基引发剂的组合物，以及聚合的过程也是本发明的主题。
• EP1246794A4
  申请人：——

  公开号：EP1246794A4

  公开（公告）日：2005-10-05
• PROCESS AND INTERMEDIATES FOR PREPARING A CYCLOHEXYLNITRILE
  申请人：SmithKline Beecham Corporation

  公开号：EP1246794A1

  公开（公告）日：2002-10-09