(2S,3R,6R)-(+)-2,6-diisopropyl-3-methyl-1-[(1R)-1-phenyl-2-hydroxyethyl]piperidine | 213014-64-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2S,3R,6R)-(+)-2,6-diisopropyl-3-methyl-1-[(1R)-1-phenyl-2-hydroxyethyl]piperidine
• 英文别名: (2R)-2-[(2S,3R,6R)-3-methyl-2,6-di(propan-2-yl)piperidin-1-yl]-2-phenylethanol
• CAS: 213014-64-3
• 化学式: C₂₀H₃₃NO
• 分子量: 303.488
• InChiKey: ZEXWVRLCGRPMTB-LMCOJAPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,3R,6R)-(+)-2,6-diisopropyl-3-methyl-1-[(1R)-1-phenyl-2-hydroxyethyl]piperidine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 盐酸 、 乙醇 、 乙酸乙酯 为溶剂， 以70%的产率得到(2S,3R,6R)-(-)-2,6-diisopropyl-3-methylpiperidine hydrochloride
  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：

  (3R,8aS)-6-Methyl-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine 在 aluminum oxide 、 magnesium 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

文献信息

• A short enantioselective access to 2,3,6-trialkylpiperidines and 5,8-dialkylindolizidines
  作者：Yung-Sing Wong、Dino Gnecco、Christian Marazano、Angèle Chiaroni、Claude Riche、Annick Billion、Bhupesh C. Das

  DOI：10.1016/s0040-4020(98)00566-3

  日期：1998.8

  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.