(2S)-2-((2r,6S)-2-methyl-6-propylhexahydro-1-pyridinyl)-2-phenylethan-1-ol | 168958-90-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: (2S)-2-((2r,6S)-2-methyl-6-propylhexahydro-1-pyridinyl)-2-phenylethan-1-ol
• 英文别名: (2S)-2-[(2R,6S)-2-methyl-6-propylpiperidin-1-yl]-2-phenylethanol
• CAS: 168958-90-5
• 化学式: C₁₇H₂₇NO
• 分子量: 261.407
• InChiKey: UQWCRYJKPUZJEO-HYVNUMGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 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)-2-((2r,6S)-2-methyl-6-propylhexahydro-1-pyridinyl)-2-phenylethan-1-ol 在 palladium hydroxide - carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以80%的产率得到(2R,6S)-2-甲基-6-丙基哌啶
  参考文献：
  名称：

  Piperidine alkaloid content of Picea pungens (Colorado blue spruce)

  摘要：

  The content and pattern of piperidine alkaloid accumulation in Picea pungens, the Colorado blue spruce, was studied as a function of growth stage and plant part. Qualitative and quantitative differences were encountered between early seedlings, mature trees, needles, stems and other plant parts. A new natural piperidine imine alkaloid, 2-methyl-6-propyl-1,6-piperideine, was found and postulated to be an intermediate leading to epidihydropinidine, the major alkaloid found in spruce needles.

  DOI：

  10.1016/0031-9422(95)00213-q
• 作为产物：
  描述：

  (3S)-5-(benzotriazol-1-yl)-3-phenyl-3,5,6,7,8,8a-hexahydro-2H-[1,3]oxazolo[3,2-a]pyridine 以 四氢呋喃 为溶剂， 反应 32.0h， 生成 (2S)-2-((2r,6S)-2-methyl-6-propylhexahydro-1-pyridinyl)-2-phenylethan-1-ol
  参考文献：
  名称：

  Efficient Routes to Chiral 2-Substituted and 2,6-Disubstituted Piperidines

  摘要：

  The syntheses of chiral 2-substituted and 2,6-disubstituted piperidines, and piperidin-2-ylphosphonates, via benzotriazole methodology are described.

  DOI：

  10.1021/jo980719d

文献信息

• Efficient Routes to Chiral 2-Substituted and 2,6-Disubstituted Piperidines
  作者：Alan R. Katritzky、Guofang Qiu、Baozhen Yang、Peter J. Steel

  DOI：10.1021/jo980719d

  日期：1998.9.1

  The syntheses of chiral 2-substituted and 2,6-disubstituted piperidines, and piperidin-2-ylphosphonates, via benzotriazole methodology are described.
• Piperidine alkaloid content of Picea pungens (Colorado blue spruce)
  作者：Fred G. Todd、Frank R. Stermitz、Andrei V. Blokhin

  DOI：10.1016/0031-9422(95)00213-q

  日期：1995.9

  The content and pattern of piperidine alkaloid accumulation in Picea pungens, the Colorado blue spruce, was studied as a function of growth stage and plant part. Qualitative and quantitative differences were encountered between early seedlings, mature trees, needles, stems and other plant parts. A new natural piperidine imine alkaloid, 2-methyl-6-propyl-1,6-piperideine, was found and postulated to be an intermediate leading to epidihydropinidine, the major alkaloid found in spruce needles.