(S)-2-Amino-4-cyclohexyl-butan-1-ol | 107202-32-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S)-2-Amino-4-cyclohexyl-butan-1-ol
• 英文别名: (2S)-2-amino-4-cyclohexylbutan-1-ol
• CAS: 107202-32-4
• 化学式: C₁₀H₂₁NO
• 分子量: 171.283
• InChiKey: PMHWXPGVNNIANN-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-Amino-4-cyclohexyl-butan-1-ol 在 草酰氯 、 potassium hydride 、 三乙胺 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 、 氯仿 、 二甲基亚砜 为溶剂， 反应 17.25h， 生成 (S)-3-(t-boc-amino)-1-cyclohexylpent-4-ene
  参考文献：
  名称：

  A synthesis of protected aminoalkyl epoxides from .alpha.-amino acids

  摘要：

  DOI：

  10.1021/jo00384a020
• 作为产物：
  描述：

  (S)-2-amino-4-cyclohexylbutyric acid hydrochloride 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 (S)-2-Amino-4-cyclohexyl-butan-1-ol
  参考文献：
  名称：

  A synthesis of protected aminoalkyl epoxides from .alpha.-amino acids

  摘要：

  DOI：

  10.1021/jo00384a020

文献信息

• Catalytic Hydrogenation of Chiral α-Amino and α-Hydroxy Esters at Room Temperature with Nishimura Catalyst without Racemization
  作者：Martin Studer、Stefan Burkhardt、Hans-Ulrich Blaser

  DOI：10.1002/1615-4169(20011231)343:8<802::aid-adsc802>3.0.co;2-t

  日期：2001.12.31

  The hydrogenation or carboxylic acid derivatives at room temperature was investigated. With a mixed Rh/Pt oxide (Nishimura catalyst), low to medium activity was observed for various alpha-amino and alpha-hydroxy esters. At 100 bar hydrogen pressure and 10% catalysts loading, high yields or tire desired amino alcohols and diols were obtained without racemization. The most suitable alpha-substituents were NH2, NHR, and 011, whereas beta-NH2 were less effective. Usually, aromatic rings were also hydrogenated, but with the free bases of amino acids as substrates, some selectivity was observed. No reaction was round for alpha-NR2, alpha-OR, and unfunctionalized esters; acids and amides, were also not reduced under these conditions. A working hypothesis for the mode or action of the catalyst is presented.