benzylidene-[(S)-1'-phenylpropyl]amine

• 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: benzylidene-[(S)-1'-phenylpropyl]amine
• 英文别名: 1-phenyl-N-[(1S)-1-phenylpropyl]methanimine
• 化学式: C₁₆H₁₇N
• 分子量: 223.318
• InChiKey: KJPHMCIQMIYERV-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲氧基乙酰氯 、 benzylidene-[(S)-1'-phenylpropyl]amine 在 三乙胺 作用下， 以 氯仿 为溶剂， 以12%的产率得到
  参考文献：
  名称：

  An investigation towards the diastereoselective synthesis of 3-acetoxy/methoxy/phthalimido-β-lactams using chiral imines

  摘要：

  The efficient diastereoselective synthesis of 3-acetoxy/methoxy/phthalimido-beta-lactams 2/2', 3/3' and 4/4' respectively was performed using chiral imines 1 obtained from chiral amines. Factors (solvent, temperature, substituent, steric bulk) influencing the stereoselectivity and the diastereomeric ratio were also studied in detail. The diastereoselectivity of the two isomers was determined from the ratio of integral values of doublets of C3-H and C4-H and from the integral values of H in -CH(Me/Et)Ph/Np of the two diastereomers. Representative pairs of cis-diastereomers were separated by efficient column chromatography. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2016.12.007
• 作为产物：
  描述：

  (S)-(-)-1-苯丙胺 、 苯甲醛 以 甲苯 为溶剂， 反应 2.0h， 以97%的产率得到benzylidene-[(S)-1'-phenylpropyl]amine
  参考文献：
  名称：

  An investigation towards the diastereoselective synthesis of 3-acetoxy/methoxy/phthalimido-β-lactams using chiral imines

  摘要：

  The efficient diastereoselective synthesis of 3-acetoxy/methoxy/phthalimido-beta-lactams 2/2', 3/3' and 4/4' respectively was performed using chiral imines 1 obtained from chiral amines. Factors (solvent, temperature, substituent, steric bulk) influencing the stereoselectivity and the diastereomeric ratio were also studied in detail. The diastereoselectivity of the two isomers was determined from the ratio of integral values of doublets of C3-H and C4-H and from the integral values of H in -CH(Me/Et)Ph/Np of the two diastereomers. Representative pairs of cis-diastereomers were separated by efficient column chromatography. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2016.12.007

文献信息

• An investigation towards the diastereoselective synthesis of 3-acetoxy/methoxy/phthalimido-β-lactams using chiral imines
  作者：Aman Bhalla、Garima Modi、S.S. Bari、Anu Kumari、Dipika Narula、Shiwani Berry

  DOI：10.1016/j.tetasy.2016.12.007

  日期：2017.2

  The efficient diastereoselective synthesis of 3-acetoxy/methoxy/phthalimido-beta-lactams 2/2', 3/3' and 4/4' respectively was performed using chiral imines 1 obtained from chiral amines. Factors (solvent, temperature, substituent, steric bulk) influencing the stereoselectivity and the diastereomeric ratio were also studied in detail. The diastereoselectivity of the two isomers was determined from the ratio of integral values of doublets of C3-H and C4-H and from the integral values of H in -CH(Me/Et)Ph/Np of the two diastereomers. Representative pairs of cis-diastereomers were separated by efficient column chromatography. (C) 2016 Elsevier Ltd. All rights reserved.