2,3-diacetoxy-propionic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,3-diacetoxy-propionic acid ethyl ester
• 英文别名: 2,3-Diacetoxy-propionsaeure-aethylester；Ethyl 2,3-diacetyloxypropanoate
• 化学式: C₉H₁₄O₆
• 分子量: 218.207
• InChiKey: DCLNXYGEMHPNFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 2,3-dihydroxypropionate 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 、 4-二甲氨基吡啶 作用下， 以83%的产率得到2,3-diacetoxy-propionic acid ethyl ester
  参考文献：
  名称：

  Synthesis of Alkyl (�)-2,3-Di-O-acylglycerates and Attempts Directed to their Conversion into Alkyl (R)-2,3-Di-O-acylglycerates by Enzyme-catalyzed Enantioselective Deacylation Reactions [1]

  摘要：

  By screening several lipases and proteases as catalysts for an enantioselective partial deacylation of methyl (+/-)-2,3-di-O-acylglycerates, it was found that methyl (R)-2,3-di-O-butanoylglycerate can be obtained with an enantiomeric excess of >96% and a yield of 20% related to the racemic starting material. This was prepared from methyl acrylate through dihydroxylation with potassium permanganate at -30-degrees-C and a subsequent bisacylation.

  DOI：

  10.1002/prac.19933350709

文献信息

• Frankland; Mc Gregor, Journal of the Chemical Society, 1893, vol. 63, p. 1421
  作者：Frankland、Mc Gregor

  DOI：——

  日期：——
• US5140011A
  申请人：——

  公开号：US5140011A

  公开（公告）日：1992-08-18
• US5250517A
  申请人：——

  公开号：US5250517A

  公开（公告）日：1993-10-05
• US5278148A
  申请人：——

  公开号：US5278148A

  公开（公告）日：1994-01-11
• Synthesis of Alkyl (�)-2,3-Di-O-acylglycerates and Attempts Directed to their Conversion into Alkyl (R)-2,3-Di-O-acylglycerates by Enzyme-catalyzed Enantioselective Deacylation Reactions [1]
  作者：H. Schick、E. Schr�tter、M. Szymanowski、A. Knoll

  DOI：10.1002/prac.19933350709

  日期：——

  By screening several lipases and proteases as catalysts for an enantioselective partial deacylation of methyl (+/-)-2,3-di-O-acylglycerates, it was found that methyl (R)-2,3-di-O-butanoylglycerate can be obtained with an enantiomeric excess of >96% and a yield of 20% related to the racemic starting material. This was prepared from methyl acrylate through dihydroxylation with potassium permanganate at -30-degrees-C and a subsequent bisacylation.