1-phenoxyethyl-3-methoxy-1,2-propanediol | 153904-87-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-phenoxyethyl-3-methoxy-1,2-propanediol
• 英文别名: 1-Methoxy-3-(2-phenoxyethoxy)propan-2-ol；1-methoxy-3-(2-phenoxyethoxy)propan-2-ol
• CAS: 153904-87-1
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: QNLDIYHUSNXTGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-phenoxyethyl-3-methoxy-1,2-propanediol 在 吡啶 、 4-二甲氨基吡啶 、 phosphate buffer 作用下， 反应 20.0h， 生成 (S)-1-phenoxyethyl-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：

  己二酸,聚合2,2-二甲基-1,3-丙二醇和2,5-呋喃二酮,苯酸酯 在 sodium hydroxide 、 四丁基硫酸氢铵 、 sodium 作用下， 反应 3.0h， 生成 1-phenoxyethyl-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

文献信息

• Enzymatic resolution of butanoic esters of 1-phenyl, 1-phenylmethyl, 1-[2-phenylethyl] and 1-12-phenoxyethyl] ethers of 3-methoxy-1,2-propanediol
  作者：Viggo Waagen、Ingjerd Hollingsaeter、Vassilia Partali、Olav Thorstad、Thorleif Anthonsen

  DOI：10.1016/s0957-4166(00)80077-4

  日期：1993.10

  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.