2-[Bis-(3-methyl-butoxy)-methyl]-malonic acid diethyl ester | 188761-04-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-[Bis-(3-methyl-butoxy)-methyl]-malonic acid diethyl ester
• 英文别名: diethyl 2-[bis(3-methylbutoxy)methyl]propanedioate
• CAS: 188761-04-8
• 化学式: C₁₈H₃₄O₆
• 分子量: 346.464
• InChiKey: XKTNSRIJXMMQSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  403.5±40.0 °C(Predicted)
• 密度：
  0.998±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  24.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-[Bis-(3-methyl-butoxy)-methyl]-malonic acid diethyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以74%的产率得到2-[Bis(3-methylbutoxy)methyl]propane-1,3-diol
  参考文献：
  名称：

  Synthesis and lipase-catalyzed asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal acetals

  摘要：

  Prochiral dialkylacetal derivatives of 3-hydroxy-2-hydroxymethylpropanal 6a-e were synthesized from the corresponding 2-substituted diethyl malonates 5a-e and subjected to asymmetric enzymatic acetylation. The diethyl malonates 5a-f were prepared from diethyl chloromethylenemalonate 3 by using either a one- or a two-step process. Asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal diethyl acetal 6b with several enzymes was studied first, showing the highest enantiotopic selectivity with lipase from Pseudomonas fluorescens (PfL). Solvent effect was also investigated: the best selectivity was obtained in a mixture of hexane and diethyl ether. Furthermore, several other acetals 6a-e were also tested under the optimal acetylation conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00018-9
• 作为产物：
  描述：

  2-氯亚甲基-丙二酸 二乙酯 在 吡啶 、 sodium 作用下， 反应 0.75h， 生成 2-[Bis-(3-methyl-butoxy)-methyl]-malonic acid diethyl ester
  参考文献：
  名称：

  Synthesis and lipase-catalyzed asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal acetals

  摘要：

  Prochiral dialkylacetal derivatives of 3-hydroxy-2-hydroxymethylpropanal 6a-e were synthesized from the corresponding 2-substituted diethyl malonates 5a-e and subjected to asymmetric enzymatic acetylation. The diethyl malonates 5a-f were prepared from diethyl chloromethylenemalonate 3 by using either a one- or a two-step process. Asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal diethyl acetal 6b with several enzymes was studied first, showing the highest enantiotopic selectivity with lipase from Pseudomonas fluorescens (PfL). Solvent effect was also investigated: the best selectivity was obtained in a mixture of hexane and diethyl ether. Furthermore, several other acetals 6a-e were also tested under the optimal acetylation conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00018-9