(3R)-3-(3-chlorophenyl)butanal | 1025403-24-0

• 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: (3R)-3-(3-chlorophenyl)butanal
• CAS: 1025403-24-0
• 化学式: C₁₀H₁₁ClO
• 分子量: 182.65
• InChiKey: FSQJSKUHWBNQHL-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3R)-3-(3-chlorophenyl)butanal 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 (3R)-3-(3-chlorophenyl)butan-1-ol
  参考文献：
  名称：

  Asymmetric transfer hydrogenation in aqueous media catalyzed by resin-supported peptide having a polyleucine tether

  摘要：

  A resin-supported N-terminal prolyl peptide having a beta-turn motif and a polyleucine tether has been developed for the organocatalytic asymmetric transfer hydrogenation under aqueous conditions. Polyleucine accelerated the reaction in a highly enantioselective manner by providing a hydrophobic microenvironment around the prolyl residue. The investigation of catalyst structures indicates that the L-form of polyleucine is essential for both reaction efficiency and enantioselectivity. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.036
• 作为产物：
  描述：

  3-(3-chlorophenyl)-2-butenal 在 二氢吡啶 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以69%的产率得到(3R)-3-(3-chlorophenyl)butanal
  参考文献：
  名称：

  Asymmetric transfer hydrogenation in aqueous media catalyzed by resin-supported peptide having a polyleucine tether

  摘要：

  A resin-supported N-terminal prolyl peptide having a beta-turn motif and a polyleucine tether has been developed for the organocatalytic asymmetric transfer hydrogenation under aqueous conditions. Polyleucine accelerated the reaction in a highly enantioselective manner by providing a hydrophobic microenvironment around the prolyl residue. The investigation of catalyst structures indicates that the L-form of polyleucine is essential for both reaction efficiency and enantioselectivity. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.036

文献信息

• Organocatalytic Asymmetric Transfer Hydrogenation in Aqueous Media Using Resin-Supported Peptide Having a Polyleucine Tether
  作者：Kengo Akagawa、Hajime Akabane、Seiji Sakamoto、Kazuaki Kudo

  DOI：10.1021/ol800031p

  日期：2008.5.1

  A resin-supported N-terminal prolyl peptide having a beta-turn motif and hydrophobic polyleucine chain effectively catalyzed the asymmetric transfer hydrogenation under aqueous conditions. The polyleucine tether provides a hydrophobic cavity in aqueous media that brought about a remarkable acceleration of the reaction. In addition, the polyleucine chain also turned out to be essential for high enantioselectivity.