(+)-3(S)-1-Benzoyl-3-(3,4-dichlorophenyl)-3-(3-methanesulphonyloxypropyl)piperidine | 172734-71-3

• 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: (+)-3(S)-1-Benzoyl-3-(3,4-dichlorophenyl)-3-(3-methanesulphonyloxypropyl)piperidine
• 英文别名: (S)-3-(1-Benzoyl-3-(3,4-dichlorophenyl)piperidin-3-yl)propyl methanesulfonate；3-[(3S)-1-benzoyl-3-(3,4-dichlorophenyl)piperidin-3-yl]propyl methanesulfonate
• CAS: 172734-71-3
• 化学式: C₂₂H₂₅Cl₂NO₄S
• 分子量: 470.417
• InChiKey: JZHYLWLHFLKJDG-JOCHJYFZSA-N

物化性质

• 沸点：
  633.6±55.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-3(S)-1-Benzoyl-3-(3,4-dichlorophenyl)-3-(3-methanesulphonyloxypropyl)piperidine 在 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以98%的产率得到[(S)-3-(3,4-Dichloro-phenyl)-3-(3-iodo-propyl)-piperidin-1-yl]-phenyl-methanone
  参考文献：
  名称：

  A practical and scalable synthesis of SR 142801, a tachykinin NK3 antagonist

  摘要：

  A practical and scalable total synthesis of tachykinin NK3 receptor antagonist SR 142801, (R)-N-[1-[3-[1-benzoyl-3-(3,4-dichlorophenyl)-3-piperidinyl]propyl]-4-phenyl-4-piperidinyl]-N-methyl acetamide 1 is described. The absolute configuration of the key intermediate 7 was determined by single crystal X-ray crystallography, on the basis of which, the absolute configuration of SR 142801 should be (R)-(+), instead of the recently reported (S)-(+).(1) (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00064-4
• 作为产物：
  描述：

  甲基磺酰氯 、 (S)-(3-(3,4-dichlorophenyl)-3-(3-hydroxypropyl)piperidin-1-yl)(phenyl)methanone 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以99%的产率得到(+)-3(S)-1-Benzoyl-3-(3,4-dichlorophenyl)-3-(3-methanesulphonyloxypropyl)piperidine
  参考文献：
  名称：

  A practical and scalable synthesis of SR 142801, a tachykinin NK3 antagonist

  摘要：

  A practical and scalable total synthesis of tachykinin NK3 receptor antagonist SR 142801, (R)-N-[1-[3-[1-benzoyl-3-(3,4-dichlorophenyl)-3-piperidinyl]propyl]-4-phenyl-4-piperidinyl]-N-methyl acetamide 1 is described. The absolute configuration of the key intermediate 7 was determined by single crystal X-ray crystallography, on the basis of which, the absolute configuration of SR 142801 should be (R)-(+), instead of the recently reported (S)-(+).(1) (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00064-4

文献信息

• A practical and scalable synthesis of SR 142801, a tachykinin NK3 antagonist
  作者：Huai.G. Chen、F.-Z. Chung、O.P. Goel、D. Johnson、S. Kesten、J. Knobelsdorf、H.T. Lee、J.R. Rubin

  DOI：10.1016/s0960-894x(97)00064-4

  日期：1997.3

  A practical and scalable total synthesis of tachykinin NK3 receptor antagonist SR 142801, (R)-N-[1-[3-[1-benzoyl-3-(3,4-dichlorophenyl)-3-piperidinyl]propyl]-4-phenyl-4-piperidinyl]-N-methyl acetamide 1 is described. The absolute configuration of the key intermediate 7 was determined by single crystal X-ray crystallography, on the basis of which, the absolute configuration of SR 142801 should be (R)-(+), instead of the recently reported (S)-(+).(1) (C) 1997 Elsevier Science Ltd.