(S)-N-trichloroethoxyformyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate | 860469-61-0

• 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-trichloroethoxyformyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate
• CAS: 860469-61-0
• 化学式: C₂₄H₃₀Cl₃NO₅
• 分子量: 518.865
• InChiKey: DELPJAJBEFXJDK-JJLPPOTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76.07
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-N-trichloroethoxyformyl-3-azabicyclo[3,3,1]nonan-9-yl 2'-cyclopentyl-2'-hydroxy-2'-phenylacetate 在 溶剂黄146 、 锌 作用下， 反应 5.0h， 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：

  格隆溴铵杂质22 在 sodium hydride 作用下， 以 正庚烷 、 苯 为溶剂， 反应 23.0h， 生成 (S)-N-trichloroethoxyformyl-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