2,6-Dimethyl-heptan-1,7-diol-diacetat | 5128-81-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,6-Dimethyl-heptan-1,7-diol-diacetat
• 英文别名: (7-acetyloxy-2,6-dimethylheptyl) acetate
• CAS: 5128-81-4
• 化学式: C₁₃H₂₄O₄
• 分子量: 244.331
• InChiKey: GQVUNUPVVKLWQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  乙酸异丙烯酯 、 2,6-dimethyl-1,7-heptanediol 在 Pseudomonas cepacia lipase 作用下， 以 四氢呋喃 为溶剂， 反应 53.0h， 以32%的产率得到2,6-Dimethyl-heptan-1,7-diol-diacetat
  参考文献：
  名称：

  Enzymatic Desymmetrization of meso-2,6-Dimethyl-1,7-heptanediol. Enantioselective Formal Synthesis of the Vitamin E Side Chain and the Insect Pheromone Tribolure

  摘要：

  The chiral syn-1,5-dimethylalkyl subunit is found in many natural products with significant biological activities. Enzymatic esterification of meso-2,6-dimethyl-1,7-heptanediol with isopropenyl acetate in the presence of Pseudomonas cepacia lipase in organic medium provided the chiral nonracemic monoester in high enantiomeric excess (ee = 95%). This chiral building block was used in the formal syntheses of vitamin E side chain and the insect pheromone tribolure.

  DOI：

  10.1021/jo9516650

文献信息

• Enzymatic Desymmetrization of <i>meso</i>-2,6-Dimethyl-1,7-heptanediol. Enantioselective Formal Synthesis of the Vitamin E Side Chain and the Insect Pheromone Tribolure
  作者：Robert Chênevert、Michel Desjardins

  DOI：10.1021/jo9516650

  日期：1996.1.1

  The chiral syn-1,5-dimethylalkyl subunit is found in many natural products with significant biological activities. Enzymatic esterification of meso-2,6-dimethyl-1,7-heptanediol with isopropenyl acetate in the presence of Pseudomonas cepacia lipase in organic medium provided the chiral nonracemic monoester in high enantiomeric excess (ee = 95%). This chiral building block was used in the formal syntheses of vitamin E side chain and the insect pheromone tribolure.