(R)-4-(2-azido-1-hydroxyethyl)phenyl benzoate | 1417610-96-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: (R)-4-(2-azido-1-hydroxyethyl)phenyl benzoate
• 英文别名: [4-[(1R)-2-azido-1-hydroxyethyl]phenyl] benzoate
• CAS: 1417610-96-8
• 化学式: C₁₅H₁₃N₃O₃
• 分子量: 283.287
• InChiKey: NDKSTTFROJASHI-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  60.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(2-bromoacetyl)phenyl benzoate 在 sodium tetrahydroborate 、 sodium azide 、 (((CH₃)2N)(CCHCHN)(C₅H₃))Fe(C₅(C₆H₅)5) 、 三乙胺 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 20.0h， 生成 、 (R)-4-(2-azido-1-hydroxyethyl)phenyl benzoate
  参考文献：
  名称：

  Non-enzymatic kinetic resolution of 1,2-azidoalcohols using a planar-chiral DMAP derivative catalyst

  摘要：

  Optically pure 1,2-azidoalcohols are widely used as precursors for other high value organic products. A non-enzymatic kinetic resolution procedure for the stereoselective synthesis of chiral 1,2-azidoalcohols from the readily available racemic counterparts has been developed, employing a planar-chiral DMAP derivative catalyst. Following this procedure, a range of aromatic 1,2-azidoalcohols was obtained in good selectivities (up to S=45) and high enantiomeric excess (up to 99% ee). (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.077

文献信息

• Non-enzymatic kinetic resolution of 1,2-azidoalcohols using a planar-chiral DMAP derivative catalyst
  作者：Laura Mesas-Sánchez、Alba E. Díaz-Álvarez、Peter Dinér

  DOI：10.1016/j.tet.2012.10.077

  日期：2013.1

  Optically pure 1,2-azidoalcohols are widely used as precursors for other high value organic products. A non-enzymatic kinetic resolution procedure for the stereoselective synthesis of chiral 1,2-azidoalcohols from the readily available racemic counterparts has been developed, employing a planar-chiral DMAP derivative catalyst. Following this procedure, a range of aromatic 1,2-azidoalcohols was obtained in good selectivities (up to S=45) and high enantiomeric excess (up to 99% ee). (c) 2012 Elsevier Ltd. All rights reserved.