Ethyl 2-(3-hydroxypropyl)-3-(3-hydroxypropoxy)butanoate | 133885-10-6

• 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: Ethyl 2-(3-hydroxypropyl)-3-(3-hydroxypropoxy)butanoate
• 英文别名: Ethyl 5-hydroxy-2-[1-(3-hydroxypropoxy)ethyl]pentanoate
• CAS: 133885-10-6
• 化学式: C₁₂H₂₄O₅
• 分子量: 248.32
• InChiKey: PFXLMGQKIDWMJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-乙酰基-4-戊酸乙酯 在 三氟甲磺酸三甲基硅酯 、 dimethyl sulfide borane 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 Ethyl 2-(3-hydroxypropyl)-3-(3-hydroxypropoxy)butanoate
  参考文献：
  名称：

  A selectivity study of activated ketal reduction with borane dimethyl sulfide

  摘要：

  A chemo- and regioselectivity study of the reagent combination BH3.SMe2/TMSOTf for ketal reduction has been undertaken. It has revealed that simple 1,3-dioxanes reduce cleanly at low temperature in CH2Cl2 while simple 1,3-dioxolanes may give complete ring cleavage and dimerization products. A study of reduction of 4-substituted 1,3-dioxolanes has revealed a solvent-directed regioselectivity which in THF favors the secondary protected derivative. A mechanism is postulated to account for the selectivities based on recent thinking on acetal substitution reactions.

  DOI：

  10.1021/jo00076a041

文献信息

• Reduction of activated ketals with borane-dimethyl sulphide
  作者：Roger Hunter、Birgit Bartels、Joseph P. Michael

  DOI：10.1016/s0040-4039(00)74497-2

  日期：1991.2

  Borane-Dimethyl sulphide reduces ketals activated with TMSOTf at -78-degrees-C in dichloromethane. The scope and selectivity of the reagent has been investigated.
• Bartels Birgit, Hunter Roger, J. Org. Chem, 58 (1993) N 24, S 6756-6765
  作者：Bartels Birgit, Hunter Roger

  DOI：——

  日期：——