(S)-2-Bromomethyl-1-[2-(diphenyl-phosphinoyl)-6-methoxy-phenyl]-pyrrolidine | 581095-20-7

• 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: (S)-2-Bromomethyl-1-[2-(diphenyl-phosphinoyl)-6-methoxy-phenyl]-pyrrolidine
• 英文别名: (2S)-2-(bromomethyl)-1-(2-diphenylphosphoryl-6-methoxyphenyl)pyrrolidine
• CAS: 581095-20-7
• 化学式: C₂₄H₂₅BrNO₂P
• 分子量: 470.346
• InChiKey: IREDMAZVGKLAJN-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-Bromomethyl-1-[2-(diphenyl-phosphinoyl)-6-methoxy-phenyl]-pyrrolidine 在 三氯硅烷 、 potassium carbonate 、 三乙胺 作用下， 以 乙腈 、 xylene 为溶剂， 生成 1-[(S)-1-(2-Diphenylphosphanyl-6-methoxy-phenyl)-pyrrolidin-2-ylmethyl]-piperidine
  参考文献：
  名称：

  Chiral diaminophosphine ligands with stable C(aryl)N(amine) axial chirality derived from prolinol

  摘要：

  New type chiral ligands 3, which have a chiral carbon center and stable C(aryl)-N(amine) axial chirality, were prepared from chiral prolinol-derived aminophosphine oxide 4. Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (6) with a dimethyl malonate-BSA-LiOAc system was successfully carried out in the presence of 3d resulting in a good yield with good enantioselectivity (up to 95% ee). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01097-9
• 作为产物：
  描述：

  (S)-1-[2'-(diphenylphosphinyl)-6'-methoxyphenyl]-2-(hydroxymethyl)pyrrolidine 在 四溴化碳 、 三苯基膦 作用下， 以 乙腈 为溶剂， 以91%的产率得到(S)-2-Bromomethyl-1-[2-(diphenyl-phosphinoyl)-6-methoxy-phenyl]-pyrrolidine
  参考文献：
  名称：

  Chiral diaminophosphine ligands with stable C(aryl)N(amine) axial chirality derived from prolinol

  摘要：

  New type chiral ligands 3, which have a chiral carbon center and stable C(aryl)-N(amine) axial chirality, were prepared from chiral prolinol-derived aminophosphine oxide 4. Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (6) with a dimethyl malonate-BSA-LiOAc system was successfully carried out in the presence of 3d resulting in a good yield with good enantioselectivity (up to 95% ee). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01097-9

文献信息

• Chiral diaminophosphine ligands with stable C(aryl)N(amine) axial chirality derived from prolinol
  作者：Takashi Mino、Youichi Tanaka、Yutaka Sato、Akio Saito、Masami Sakamoto、Tsutomu Fujita

  DOI：10.1016/s0040-4039(03)01097-9

  日期：2003.6

  New type chiral ligands 3, which have a chiral carbon center and stable C(aryl)-N(amine) axial chirality, were prepared from chiral prolinol-derived aminophosphine oxide 4. Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (6) with a dimethyl malonate-BSA-LiOAc system was successfully carried out in the presence of 3d resulting in a good yield with good enantioselectivity (up to 95% ee). (C) 2003 Elsevier Science Ltd. All rights reserved.