(R)-2-(4-chlorophenyl)-4-pentenylamine | 494802-98-1

• 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: (R)-2-(4-chlorophenyl)-4-pentenylamine
• 英文别名: (2R)-2-(4-chlorophenyl)pent-4-en-1-amine
• CAS: 494802-98-1
• 化学式: C₁₁H₁₄ClN
• 分子量: 195.692
• InChiKey: GYZFAEIAJZFMIN-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-2-(4-chlorophenyl)-4-pentenylamine 在 四氧化锇 、 Jones' agent 作用下， 生成 (R)-(-)-baclofen
  参考文献：
  名称：

  Highly enantioselective biotransformations of 2-aryl-4-pentenenitriles, a novel chemoenzymatic approach to ( R )-(−)-baclofen

  摘要：

  Catalyzed by Rhodococcus sp. AJ270 microbial cells under mild conditions, a range of racemic 2-aryl-4-pentenenitriles 1 underwent effective hydrolysis to afford excellent yields of enantiomerically pure (R)-(-)-2-aryl-4-pentenamides 2 and (S)-(+)-2-aryl-4-pentenoic acids 3 in most cases. The application of this biotransformation has been shown by a two-step synthesis of (R)-(-)-baclcfen. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01449-1
• 作为产物：
  描述：

  2-(4-chlorophenyl)-4-pentenenitrile 在 lithium aluminium tetrahydride 、 Rhodococcus sp. AJ₂₇₀ cells 作用下， 以 phosphate buffer 为溶剂， 反应 144.0h， 生成 (R)-2-(4-chlorophenyl)-4-pentenylamine
  参考文献：
  名称：

  Highly enantioselective biotransformations of 2-aryl-4-pentenenitriles, a novel chemoenzymatic approach to ( R )-(−)-baclofen

  摘要：

  Catalyzed by Rhodococcus sp. AJ270 microbial cells under mild conditions, a range of racemic 2-aryl-4-pentenenitriles 1 underwent effective hydrolysis to afford excellent yields of enantiomerically pure (R)-(-)-2-aryl-4-pentenamides 2 and (S)-(+)-2-aryl-4-pentenoic acids 3 in most cases. The application of this biotransformation has been shown by a two-step synthesis of (R)-(-)-baclcfen. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01449-1

文献信息

• Highly enantioselective biotransformations of 2-aryl-4-pentenenitriles, a novel chemoenzymatic approach to ( R )-(−)-baclofen
  作者：Mei-Xiang Wang、Sheng-Min Zhao

  DOI：10.1016/s0040-4039(02)01449-1

  日期：2002.9

  Catalyzed by Rhodococcus sp. AJ270 microbial cells under mild conditions, a range of racemic 2-aryl-4-pentenenitriles 1 underwent effective hydrolysis to afford excellent yields of enantiomerically pure (R)-(-)-2-aryl-4-pentenamides 2 and (S)-(+)-2-aryl-4-pentenoic acids 3 in most cases. The application of this biotransformation has been shown by a two-step synthesis of (R)-(-)-baclcfen. (C) 2002 Elsevier Science Ltd. All rights reserved.