(S)-1-(2-bromophenyl)-2-(methoxymethyl)pyrrolidine | 896462-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-1-(2-bromophenyl)-2-(methoxymethyl)pyrrolidine
• CAS: 896462-45-6
• 化学式: C₁₂H₁₆BrNO
• 分子量: 270.169
• InChiKey: OGTISVIEUHDLCA-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-1-(2-bromophenyl)-2-(methoxymethyl)pyrrolidine 、 叔丁基二氯化膦 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以39%的产率得到tert-butyl bis[2-(S)-(2-methoxymethylpyrrolidinyl)phenyl] phosphine
  参考文献：
  名称：

  Preparation of N-phenyl-(S)-prolinol-derived P,N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation

  摘要：

  Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)-prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1,3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84-97% ee), including an optically active fluorine-containing compound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.010
• 作为产物：
  描述：

  ((S)-1-phenylpyrrolidin-2-yl)methanol 在 正丁基锂 、 四甲基乙二胺 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 12.0h， 生成 (S)-1-(2-bromophenyl)-2-(methoxymethyl)pyrrolidine
  参考文献：
  名称：

  Preparation of N-phenyl-(S)-prolinol-derived P,N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation

  摘要：

  Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)-prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1,3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84-97% ee), including an optically active fluorine-containing compound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.010

文献信息

• Preparation of N-phenyl-(S)-prolinol-derived P,N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation
  作者：Biao Jiang、Zuo-Gang Huang、Ke-Jun Cheng

  DOI：10.1016/j.tetasy.2006.03.010

  日期：2006.3

  Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)-prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1,3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84-97% ee), including an optically active fluorine-containing compound. (c) 2006 Elsevier Ltd. All rights reserved.