3α-hydroxy-10β-pinane-4-one | 1616405-70-9

• 英文名称: 3α-hydroxy-10β-pinane-4-one
• CAS: 1616405-70-9
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: IQOJZTAWQHLCIX-RULNZFCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3α-hydroxy-10β-pinane-4-one 在 lithium aluminium tetrahydride 、 盐酸羟胺 、 碳酸氢钠 、 potassium hydroxide 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 13.0h， 生成 (1S,2R,3R,4S,5S)-2-amino-4,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
  参考文献：
  名称：

  Synthesis of new enantiomerically pure β-amino alcohols of the pinane series

  摘要：

  A series of new beta-amino alcohols with pinane structure, (+)- and (aEuro')-3 alpha-amino-10 beta-pinan-4 beta-ols, 4 beta-amino-10 beta-pinan-3 alpha-ol, and 4 alpha-amino-10 beta-pinan-3 alpha-ol have been synthesized with the goal of using them as organocatalysts in the aldol reaction of isatin with acetone.

  DOI：

  10.1134/s1070428017030046
• 作为产物：
  描述：

  3α,4β-pinanediol 在 二氧化氯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3α-hydroxy-10β-pinane-4-one
  参考文献：
  名称：

  Synthesis of new enantiomerically pure β-amino alcohols of the pinane series

  摘要：

  A series of new beta-amino alcohols with pinane structure, (+)- and (aEuro')-3 alpha-amino-10 beta-pinan-4 beta-ols, 4 beta-amino-10 beta-pinan-3 alpha-ol, and 4 alpha-amino-10 beta-pinan-3 alpha-ol have been synthesized with the goal of using them as organocatalysts in the aldol reaction of isatin with acetone.

  DOI：

  10.1134/s1070428017030046

文献信息

• Oxidation of terpenoid diols with chlorine dioxide. Easy preparation of α-hydroxyketones
  作者：L. L. Frolova、A. V. Popov、L. V. Bezuglaya、I. N. Alekseev、P. A. Slepukhin、A. V. Kuchin

  DOI：10.1134/s1070363214050120

  日期：2014.5

  Oxidative dehydrogenation of vicinal diols of bornane and pinane type with chlorine dioxide in dimethylformamide has yielded alpha-hydroxyketones with high selectivity. 3 alpha-Hydroxy-10 beta-pinane-4-one has been prepared for the first time with yield of 63-65%; the product structure has been confirmed by X-ray diffraction studies.