[((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-phenyl-acetonitrile | 710307-07-6

• 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: [((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-phenyl-acetonitrile
• CAS: 710307-07-6
• 化学式: C₁₈H₁₉ClN₂
• 分子量: 298.815
• InChiKey: QCJBWIVINDGTIF-HRWMIKOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  27.03
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-phenyl-acetonitrile 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以11%的产率得到
  参考文献：
  名称：

  Expeditive synthesis of homochiral fused tri- and tetrazoles–piperazines from β-amino alcohols

  摘要：

  N-Cyanomethyl and N-propargyl beta-amino alcohols are chlorinated with SOCl2 and treated with NaN3 in DMSO. A Substitution/cycloaddition process affords in good yields, with high diastereoselectivity and a regioselectivity depending on the substitution pattern of the starting amino alcohol, fused tri- and tetrazoles-pipci-azines. These heterocycles were further lithiated with n-BuLi at the benzylic position and reacted diastereoselectively with a range of electrophiles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.092
• 作为产物：
  描述：

  (2S,4S,5R)-3,4-dimethyl-2,5-diphenyloxazolidine 在 磺酰氯 、 柠檬酸 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 生成 [((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-phenyl-acetonitrile
  参考文献：
  名称：

  Expeditive synthesis of homochiral fused tri- and tetrazoles–piperazines from β-amino alcohols

  摘要：

  N-Cyanomethyl and N-propargyl beta-amino alcohols are chlorinated with SOCl2 and treated with NaN3 in DMSO. A Substitution/cycloaddition process affords in good yields, with high diastereoselectivity and a regioselectivity depending on the substitution pattern of the starting amino alcohol, fused tri- and tetrazoles-pipci-azines. These heterocycles were further lithiated with n-BuLi at the benzylic position and reacted diastereoselectively with a range of electrophiles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.092