diethyl-[1-cyanomethyl-1-(4'-fluorophenyl)methyl]-malonate | 267233-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl-[1-cyanomethyl-1-(4'-fluorophenyl)methyl]-malonate
• 英文别名: Diethyl 2-[2-cyano-1-(4-fluorophenyl)ethyl]propanedioate
• CAS: 267233-68-1
• 化学式: C₁₆H₁₈FNO₄
• 分子量: 307.322
• InChiKey: KYLVWAPVAFLFGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  6

文献信息

• Process for preparing arylpiperidine carbinol intermediates and derivatives
  申请人：——

  公开号：US20010053862A1

  公开（公告）日：2001-12-20

  A process for the synthesis of arylpiperidine carbinol intermediates and derivatives is disclosed. A preferred process embodiment provides the synthesis of intermediate compounds of structural formula (I) and structural formula (II): 1 where X is halo, C 1 -C 10 alkoxy, C 1 -C 10 haloalkyl, or hydroxy; R 2 and R 3 are each C 1 -C 4 alkyl, and R 2 and R 3 are the same. The compound of structural formula (I) is made by condensing a corresponding cinnamonitrile with a corresponding diester malonate. The compound of structural formula (II) in the (±)-trans configuration is obtained by hydrogenating the compound of structural formula (I). The compounds of structural formula (I) and structural formula (II) are useful chemical intermediates for synthesizing 4-arylpiperidine-3-carbinols and their derivatives in (−)-trans configuration.

  本发明揭示了一种合成芳基哌啶羧醇中间体和衍生物的方法。首选的方法实施方式提供了结构式（I）和结构式（II）的中间化合物的合成：其中X是卤素，C1-C10烷氧基，C1-C10卤代烷基或羟基；R2和R3均为C1-C4烷基，并且R2和R3相同。结构式（I）的化合物是通过将相应的肉桂腈与相应的二酯丙二酸酯缩合而制得的。在（±）-反式构型下，通过氢化结构式（I）的化合物可获得结构式（II）的化合物。结构式（I）和结构式（II）的化合物是合成（-）-反式构型的4-芳基哌啶-3-羧醇及其衍生物的有用化学中间体。
• PROCESS FOR PRODUCING 4-ARYLPIPERIDINE-3-CARBINOLS AND RELATED COMPOUNDS
  申请人：Synthon B.V.

  公开号：EP1124802A1

  公开（公告）日：2001-08-22
• PROCESS FOR PREPARING ARYLPIPERIDINE CARBINOL INTERMEDIATES AND DERIVATIVES
  申请人：PENTECH PHARMACEUTICALS, INC.

  公开号：EP1140832A1

  公开（公告）日：2001-10-10
• EP1140832A4
  申请人：——

  公开号：EP1140832A4

  公开（公告）日：2004-11-03
• [EN] PROCESS FOR PRODUCING 4-ARYLPIPERIDINE-3-CARBINOLS AND RELATED COMPOUNDS<br/>[FR] PROCEDE DE PRODUCTION DE 4-ARYLPIPERIDINE-3-CARBINOLS ET COMPOSES CORRESPONDANTS
  申请人：SYNTHON BV

  公开号：WO2000026187A1

  公开（公告）日：2000-05-11

  Aryl-2-piperidones of formula (7) can be reduced to form aryl-piperidine carbinols of formula (1), which are useful in forming a variety of pharmaceutical compounds including paroxetine, in good yield and purity. Related compounds and synthesis schemes are also set forth. In said formulas, X represents a hydrogen atom, a halogen atom, a lower alkyl group, an aralkyl group, an alkoxy group, a dialkylamino group or an alkylthio group; R represents a hydrogen atom, a lower alkyl group, an aryl group, an aralkyl group, an alkoxycarbonyl group, aralkoxycarbonyl group or an aryloxycarbonyl group; and R1 represents a hydrogen atom, a lower alkyl group, an aryl group or an aralkyl group.