(S)-1,2-propanediyl dibenzoate | 40299-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-1,2-propanediyl dibenzoate
• 英文别名: (s)-1,2-Propanediyl dibenzoate；[(2S)-2-benzoyloxypropyl] benzoate
• CAS: 40299-68-1
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: UMVMVEZHMZTUHD-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲酰氯 、 O-benzoylvincetene 在 臭氧 、 sodium tetrahydroborate 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 甲醇 、 吡啶 为溶剂， 反应 2.0h， 生成 (S)-1,2-propanediyl dibenzoate
  参考文献：
  名称：

  On the Stereochemistry of Vincetene

  摘要：

  The absolute configuration of the centre of asymmetry in the side chain of the alkaloid vincetene (1) was determined by ozonolysis and subsequent unequivocal transformations affording the (S)-enantiomer of 1,2-propanediyl dibenzoate (4).

  DOI：

  10.1007/s007060170092

文献信息

• Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents
  作者：Pierangela Ciuffreda、Laura Alessandrini、Giancarlo Terraneo、Enzo Santaniello

  DOI：10.1016/j.tetasy.2003.07.003

  日期：2003.10

  Lipases from Mucor miehei (MML) and Candida antarctica (CAL) are able to catalyze the benzoylation of the primary hydroxy group of 1.2-diols with vinyl benzoate in organic solvents. We have studied the MML-catalyzed benzoylation that proceeds with high regioselectivity and moderate enantioselectivity, whereas in the dibenzoylation reaction activity of MML and stereoselectivity of the enzymatic process is strongly influenced by steric factors. (C) 2003 Elsevier Ltd. All rights reserved.
• US20140256003A1
  申请人：——

  公开号：US20140256003A1

  公开（公告）日：2014-09-11
• US9175321B2
  申请人：——

  公开号：US9175321B2

  公开（公告）日：2015-11-03
• On the Stereochemistry of Vincetene
  作者：David Jirovsky、Andreas Sellmer、Pierre Guiswe、Karel Lemr、Wolfgang Wiegrebe

  DOI：10.1007/s007060170092

  日期：2001.6

  The absolute configuration of the centre of asymmetry in the side chain of the alkaloid vincetene (1) was determined by ozonolysis and subsequent unequivocal transformations affording the (S)-enantiomer of 1,2-propanediyl dibenzoate (4).