(1S,2S,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclohexan-1-ol | 291541-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (1S,2S,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclohexan-1-ol
• 英文别名: (1S,2S)-2-[(3aR,6aR)-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrol-1-yl]cyclohexan-1-ol
• CAS: 291541-69-0
• 化学式: C₁₃H₂₃NO
• 分子量: 209.332
• InChiKey: HRHIXHRPRCEDGP-NDBYEHHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  (1S,2S,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclohexan-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 环己烷 为溶剂， 反应 19.0h， 生成 (1S,2S,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-1-phenyl-cyclohexan-1-ol
  参考文献：
  名称：

  Diastereoselective hydroboration of chiral enamines using an enantiomerically pure amine from an industrial waste material as the source of chirality

  摘要：

  By a hydroboration/oxidation procedure ti ans-aminoalcohols with dr values from 74:26 to greater than or equal to 95:5 were obtained. A bicyclic amine derived from the unnatural amino acid 2-azabicyclic[3.3.0]octane-3-carboxylic acid was used as the chiral precursor. The absolute configuration was clarified by X-ray structure of a descendant of the tr ans-aminoalcohols. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00169-5
• 作为产物：
  描述：

  (3AR,6AR)-八氢环戊(B)吡咯 在 硼烷 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 4.0h， 生成 (1S,2S,1'R,5'R)-2-(2'-aza-bicyclo[3.3.0]oct-2'-yl)-cyclohexan-1-ol
  参考文献：
  名称：

  Diastereoselective hydroboration of chiral enamines using an enantiomerically pure amine from an industrial waste material as the source of chirality

  摘要：

  By a hydroboration/oxidation procedure ti ans-aminoalcohols with dr values from 74:26 to greater than or equal to 95:5 were obtained. A bicyclic amine derived from the unnatural amino acid 2-azabicyclic[3.3.0]octane-3-carboxylic acid was used as the chiral precursor. The absolute configuration was clarified by X-ray structure of a descendant of the tr ans-aminoalcohols. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00169-5