(S)-N-methyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate | 230632-95-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (S)-N-methyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate
• 英文别名: (S)-phencynonate
• CAS: 230632-95-8
• 化学式: C₂₂H₃₁NO₃
• 分子量: 357.493
• InChiKey: ROZOEEGFKDFEFP-IMLKGASGSA-N

物化性质

• 沸点：
  490.1±45.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  49.77
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-N-methyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate 在 溶剂黄146 、 锌 作用下， 以 苯 为溶剂， 反应 25.0h， 生成 (S)-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate
  参考文献：
  名称：

  Optical Resolution, Stereoselective Synthesis, and Crystal Structure of 9α‐(3‐Azabicyclo[3,3,1]nonanyl)‐2′‐cyclopentyl‐2′‐hydroxy‐2′‐phenylacetate

  摘要：

  9 alpha-(3-Azabicyclo[3,3, 1] nonanyl)-2'-cyclopentyl-2'-hydroxy-2'-phenylacetate (1) was synthesized and its enantiomers were obtained by the optical resolution of racemates with the chiral host N-p-toluenesulfonylglutamic acid. Optical pure 1 was also effective diastereoselective synthesized using benzaldehye as steric hindrance agent from the chiral starting material, (S) or (R)-mandelic acid. The structure of the title compound was first elucidated by X-ray analysis.

  DOI：

  10.1081/scc-200057293
• 作为产物：
  描述：

  (2S,5S)-2,5-diphenyl-1,3-dioxolan-4-one 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 乙醚 、 正己烷 、 正庚烷 为溶剂， 反应 9.0h， 生成 (S)-N-methyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate
  参考文献：
  名称：

  Optical Resolution, Stereoselective Synthesis, and Crystal Structure of 9α‐(3‐Azabicyclo[3,3,1]nonanyl)‐2′‐cyclopentyl‐2′‐hydroxy‐2′‐phenylacetate

  摘要：

  9 alpha-(3-Azabicyclo[3,3, 1] nonanyl)-2'-cyclopentyl-2'-hydroxy-2'-phenylacetate (1) was synthesized and its enantiomers were obtained by the optical resolution of racemates with the chiral host N-p-toluenesulfonylglutamic acid. Optical pure 1 was also effective diastereoselective synthesized using benzaldehye as steric hindrance agent from the chiral starting material, (S) or (R)-mandelic acid. The structure of the title compound was first elucidated by X-ray analysis.

  DOI：

  10.1081/scc-200057293

文献信息

• Simultaneous enantioselective determination of seven psychoactive drugs enantiomers in multi-specie animal tissues with chiral liquid chromatography coupled with tandem mass spectrometry
  作者：Bolin Zhu、Shuang Li、Li Zhou、Qing Li、Xingjie Guo

  DOI：10.1016/j.foodchem.2019.125241

  日期：2019.12

  the food safety problem. This paper presents for the first time, a multi-residues method for the simultaneous enantioselective determination of seven antipsychotics in pork, beef and lamb muscles. The behaviors of Chiralpak AGP toward changes in pH and organic modifier in mobile phase were studied, and all analytes were rapidly separated within 30 min. The calibration curves of all enantiomers were

  在畜牧业中，非法使用抗精神病药已引起食品安全问题。本文首次提出了一种多残留的方法，可以同时对映选择性测定猪肉，牛肉和羔羊肌肉中的七种抗精神病药。研究了Chiralpak AGP对流动相中pH和有机改性剂变化的行为，并在30分钟内快速分离了所有分析物。所有对映异构体的校准曲线在1–250 ng g -1范围内均为线性，相关系数高于0.9931。目标化合物的回收率高于82.1％，重复性和中间精密度分别低于18.2％和17.4％。在三种基质中，检出限和定量限的范围为0.20至0.65 ng g -1和分别为0.40至1.00 ng g -1。所提出的方法可用于为手性抗精神病药的可靠风险评估提供更多信息。