(3R,5S)-5-Isopropyl-8-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine | 213014-58-5

• 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: (3R,5S)-5-Isopropyl-8-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine
• CAS: 213014-58-5
• 化学式: C₁₇H₂₅NO
• 分子量: 259.392
• InChiKey: PFZSXANCVONQSD-DBGUYSSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  (3R,5S)-5-Isopropyl-8-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine 在 aluminum oxide 作用下， 以 乙醚 、 二氯甲烷 、 正戊烷 为溶剂， 生成 (2S,3R,6R)-(+)-2,6-diisopropyl-3-methyl-1-[(1R)-1-phenyl-2-hydroxyethyl]piperidine
  参考文献：
  名称：

  A short enantioselective access to 2,3,6-trialkylpiperidines and 5,8-dialkylindolizidines

  摘要：

  An enantioselective access to 2,3,6-trialkylpiperidines 5 is described. This sequence is illustrated by the four-step syntheses, from salts 1, of piperidine 6 and indolizidines 7 and 8. The overall yields are in the range 10-15%. The stereochemistry of intermediates is discussed, supported by two X-ray studies, and comparison with analogs. Stereochemical properties of intermediate oxazolidine derivatives 4 were used to orient the syntheses towards different diastereoisomers such as 7 or 8. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00566-3
• 作为产物：
  描述：

  异丙基溴化镁 、 (3R,8aS)-6-Methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine 在 magnesium 作用下， 以 乙醚 为溶剂， 生成 (3R,5S)-5-Isopropyl-8-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine 、 (3R,5R,8R,8aR)-(-)-5-isopropyl-8-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine 、 (3R,5R,8R,8aS)-5-isopropyl-8-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine
  参考文献：
  名称：

  A short enantioselective access to 2,3,6-trialkylpiperidines and 5,8-dialkylindolizidines

  摘要：

  An enantioselective access to 2,3,6-trialkylpiperidines 5 is described. This sequence is illustrated by the four-step syntheses, from salts 1, of piperidine 6 and indolizidines 7 and 8. The overall yields are in the range 10-15%. The stereochemistry of intermediates is discussed, supported by two X-ray studies, and comparison with analogs. Stereochemical properties of intermediate oxazolidine derivatives 4 were used to orient the syntheses towards different diastereoisomers such as 7 or 8. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00566-3