[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine | 135820-60-9

• 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: [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine
• CAS: 135820-60-9
• 化学式: C₁₅H₁₄ClN
• 分子量: 243.736
• InChiKey: BMKJZUDJOBZDLG-OOIIIRTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine 在 sodium tetrahydroborate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 3.0h， 生成 (S)-N-(4-chlorobenzyl)-1-phenylethanamine
  参考文献：
  名称：

  Facile Synthesis of (S,S)‐1,2‐Diacylamides and (S,S)‐1,2‐Diamines with C ₂‐Symmetry

  摘要：

  A series of chiral vicinal tertiary diacylamides with C-2-symmetry was synthesized from (S)-alpha-phenylethylamine, different aromatic aldehydes, and oxalyl chloride. The diacylamides obtained were then reduced to afford chiral vicinal diamines with C-2-symmetry. We propose that the diacylamides existed in four stable conformational isomers in solution because of the dihedral angle between acylamide bonds.

  DOI：

  10.1080/00397910600770698
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 4-氯苯甲醛 在 sodium sulfate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine
  参考文献：
  名称：

  Facile Synthesis of (S,S)‐1,2‐Diacylamides and (S,S)‐1,2‐Diamines with C ₂‐Symmetry

  摘要：

  A series of chiral vicinal tertiary diacylamides with C-2-symmetry was synthesized from (S)-alpha-phenylethylamine, different aromatic aldehydes, and oxalyl chloride. The diacylamides obtained were then reduced to afford chiral vicinal diamines with C-2-symmetry. We propose that the diacylamides existed in four stable conformational isomers in solution because of the dihedral angle between acylamide bonds.

  DOI：

  10.1080/00397910600770698

文献信息

• Lewis acid promoted aziridination of imines with semistabilized sulfonium ylides: highly stereoselective synthesis of vinyl- and ethynyl-aziridines
  作者：De-Kun Wang、Li-Xin Dai、Xue-Long Hou

  DOI：10.1039/a702955a

  日期：——

  cis-Vinyl- and cis-ethynyl-aziridines are furnished in high yields and high stereoselectivity by aziridination of unactivated N-aryl or N-alkyl imines with S-ylides in the presence of Lewis acids.

  提供顺式乙烯基和顺式乙炔基氮丙啶 通过未活化的氮丙啶化实现高产率和高立体选择性 N-芳基或N-烷基亚胺与S-叶立德存在下 路易斯酸。
• Aza Diels–Alder reactions utilizing 4-iodo-2-trimethylsilyloxy-butadiene
  作者：Cody Timmons、Adiseshu Kattuboina、Lauren McPherson、James Mills、Guigen Li

  DOI：10.1016/j.tet.2005.10.018

  日期：2005.12

  The aza Diels-Alder reaction is described for a novel diene. Imines bearing benzyl and aromatic protecting groups both work well. Moderate diastereoselectivities can be obtained using the simple alpha-methylbenzyl chiral auxiliary. (c) 2005 Elsevier Ltd. All rights reserved.
• YUAN, CHENGYE;CUI, SHUHUA, PHOSPH., SULFUR AND SILICON AND RELAT. ELEM., 55,(1991) N-4, C. 159-164
  作者：YUAN, CHENGYE、CUI, SHUHUA

  DOI：——

  日期：——
• GUAN YEDI; SHANG ZHENHAI; GUO YANWEN; LI PEIYI; YU LAIPU, ACTA SCI. NATUR. UNIV. PEKINENSIS,(1986) N 4, 120-125
  作者：GUAN YEDI、 SHANG ZHENHAI、 GUO YANWEN、 LI PEIYI、 YU LAIPU

  DOI：——

  日期：——
• US8557726B2
  申请人：——

  公开号：US8557726B2

  公开（公告）日：2013-10-15