2-butanoyl-1-phenylethyl-3-methoxy-1,2-propanediol | 153904-90-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 2-butanoyl-1-phenylethyl-3-methoxy-1,2-propanediol
• CAS: 153904-90-6
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: VDUONELFZBPALL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-butanoyl-1-phenylethyl-3-methoxy-1,2-propanediol 在 phosphate buffer 作用下， 反应 12.8h， 生成 (R)-1-phenylethyl-3-methoxy-1,2-propanediol
  参考文献：
  名称：

  Enzymatic resolution of butanoic esters of 1-phenyl, 1-phenylmethyl, 1-[2-phenylethyl] and 1-12-phenoxyethyl] ethers of 3-methoxy-1,2-propanediol

  摘要：

  The enzymatic hydrolysis of butanoic esters of 1-phenyl-, 1-phenylmethyl-, 1-[2-phenylethyl] and 1-[2-phenoxyethyl] ethers of 3-methoxy-1,2-propanediol has been studied by using lipases. Highest enantioselectivity E was obtained with Amano PS lipase for the phenyl ether E almost-equal-to 55, and with lipase B from Candida antarctica for the other derivatives, E almost-equal-to 20, >100 and >55 respectively. The absolute configurations of the products were verified from comparison with reference compounds synthesised from (S)-epichlorohydrin or (S)-glycidol.

  DOI：

  10.1016/s0957-4166(00)80077-4
• 作为产物：
  描述：

  2-phenylethoxymethyloxirane 在 吡啶 、 4-二甲氨基吡啶 、 sodium 作用下， 反应 3.0h， 生成 2-butanoyl-1-phenylethyl-3-methoxy-1,2-propanediol
  参考文献：
  名称：

  Enzymatic resolution of butanoic esters of 1-phenyl, 1-phenylmethyl, 1-[2-phenylethyl] and 1-12-phenoxyethyl] ethers of 3-methoxy-1,2-propanediol

  摘要：

  The enzymatic hydrolysis of butanoic esters of 1-phenyl-, 1-phenylmethyl-, 1-[2-phenylethyl] and 1-[2-phenoxyethyl] ethers of 3-methoxy-1,2-propanediol has been studied by using lipases. Highest enantioselectivity E was obtained with Amano PS lipase for the phenyl ether E almost-equal-to 55, and with lipase B from Candida antarctica for the other derivatives, E almost-equal-to 20, >100 and >55 respectively. The absolute configurations of the products were verified from comparison with reference compounds synthesised from (S)-epichlorohydrin or (S)-glycidol.

  DOI：

  10.1016/s0957-4166(00)80077-4