1,3-dihydroxypropan-2-yl 3-phenylpropanoate | 280144-00-5

• 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: 1,3-dihydroxypropan-2-yl 3-phenylpropanoate
• CAS: 280144-00-5
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: VJRWFBRBVXFDCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(3-phenylpropanoyloxy)propane-1,3-diyl dibutyrate 在 Candida antarctica lipase 、 乙醇 作用下， 以83%的产率得到1,3-dihydroxypropan-2-yl 3-phenylpropanoate
  参考文献：
  名称：

  Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols

  摘要：

  The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized C. antarctica within 2 h with yields ranging from 36% to 83%. Similar reaction conditions with immobilized R. miehei yielded exclusively the 2-MAG after 24 h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.101

文献信息

• Site-Selective Acylations of α- and β-Hydroxyamides in Complex Molecules: Application of Template-Driven Acylation to Disaccharides and a Glycopeptide
  作者：Yasuhiro Nishikawa、Shione Toda、Takami Matsui、Hanae Takada、Kohei Takemoto、Osamu Hara

  DOI：10.1021/acs.orglett.1c00612

  日期：2021.4.2

  Site-selective acylations of α-and β-hydroxyamides in complex polyols are described. The combination of a pyridine aldoxime ester and Zn(OTf)2 facilitates the acylation of two types of N-glycolyl disaccharides, namely, Gal-GlcNGc and Neu5Gc-Gal, both of which are partial structures of polysaccharides responsible for biological actions, with highly site-selective modifications achieved. Furthermore

  描述了复杂多元醇中 α-和 β-羟基酰胺的位点选择性酰化。吡啶醛肟酯和 Zn(OTf) 2 的结合促进了两种类型的N-羟乙基二糖的酰化，即 Gal-GlcNGc 和 Neu5Gc-Gal，这两种类型都是负责生物作用的多糖的部分结构，具有高度实现了位点选择性修饰。此外，生物素化是化学生物学中最重要的技术之一，用于位点选择性酰化糖肽中的 β-羟基。