[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine | 202123-32-8

• 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]-((R)-1-phenyl-ethyl)-amine
• CAS: 202123-32-8
• 化学式: C₁₅H₁₄ClN
• 分子量: 243.736
• InChiKey: BMKJZUDJOBZDLG-PBSOMRJOSA-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]-((R)-1-phenyl-ethyl)-amine 、 硼氢化钠 以75%的产率得到
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 4-氯苯甲醛 在 三氟化硼乙醚 作用下， 反应 0.02h， 生成 [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine
  参考文献：
  名称：

  One-pot diastereoselective synthesis of α-aminonitriles from aldehydes, chiral amines, and trimethylsilyl cyanide under solvent-free conditions

  摘要：

  Treatment of aliphatic and aromatic aldehydes with chiral amines and trimethylsilyl cyanide in the absence or in the presence of Lewis acids (including lithium perchlorate) under solvent-free conditions afforded the corresponding alpha-aminonitriles in good yields and with a diastereoselectivity of 68 to 86%.

  DOI：

  10.1134/s1070428006010088

文献信息

• Allylation of Imines with Allyltrimethylsilane and Experimental Evidences for a Fluoride-Triggered Autocatalysis Mechanism of the Sakurai−Hosomi Reaction
  作者：De-Kun Wang、Yong-Gui Zhou、Yong Tang、Xue-Long Hou、Li-Xin Dai

  DOI：10.1021/jo980767y

  日期：1999.6.1

  This article reports the reaction of allyltrimethylsilane 1 with aldimines 2 in the presence of tetra-n-butylammonium fluoride to give the corresponding homoallylamines 3 in moderate to excellent yields. The allylation mechanism of imines as well as that of aldehydes can be reasonably interpreted by a fluoride-triggered autocatalytic procedure.
• Addition of titanium ester enolates to aldimines containing a chiral α-methylbenzylamine moiety: synthesis of chiral syn-β-amino esters
  作者：Mariappan Periasamy、Surisetti Suresh、Subramaniapillai Selva Ganesan

  DOI：10.1016/j.tetasy.2006.04.032

  日期：2006.5

  Addition of titanium ester enolates to N-arylidene derivatives containing a (R)-alpha-methylbenzylamine moiety afforded (2S,3S,alpha R)-beta-amino esters in 73-93% yields with 86:14 to 96:4 diastereomeric ratios. (c) 2006 Elsevier Ltd. All rights reserved.
• US8557726B2
  申请人：——

  公开号：US8557726B2

  公开（公告）日：2013-10-15