(2-Oxo-1,3-dioxolan-4-yl)methyl 2-phenylacetate | 125399-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (2-Oxo-1,3-dioxolan-4-yl)methyl 2-phenylacetate
• CAS: 125399-86-2
• 化学式: C₁₂H₁₂O₅
• 分子量: 236.224
• InChiKey: VZDBNUXHBJZJOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  羟甲基二氧杂戊环酮 生成 (2-Oxo-1,3-dioxolan-4-yl)methyl 2-phenylacetate
  参考文献：
  名称：

  GRAHE, GERWALD;LACHOWICZ, ARTUR

  摘要：

  DOI：

文献信息

• Substrate specificity and enantioselectivity of penicillinacylase catalyzed hydrolysis of phenacetyl esters of synthetically useful carbinols
  作者：Claudio Fuganti、Piero Grasselli、Stefano Servi、Ameriga Lazzarini、Paolo Casati

  DOI：10.1016/s0040-4020(01)81708-7

  日期：1988.1

  Penicillinacylase from , immoblized on Eupergit C beads catalyzes the hydrolysis in water/CH3CN 10:1, at pH 7.5 and 23° C, of a set of O-phenylacetate esters of primary carbinols. The highest enantioselectivity is observed in the case of the 2,2-dimethyl-1,3-dioxolane-4-methanols structurally related to the penicillin (1) framework. Minor modifications of this basic structure are not altering the acceptability

  固定在Eupergit C珠上的青霉素酰化酶催化在水/ CH 3 CN 10：1中在pH 7.5和23°C下水解一系列邻苯甲醇的邻苯乙酸酯。在与青霉素（1）骨架结构相关的2,2-二甲基-1,3-二氧戊环-4-甲醇中观察到最高的对映选择性。对这种基本结构的微小修饰不会改变酶的可接受性，但会显着降低水解的对映选择性，就像使用苯作为溶剂和与琼脂糖结合的酶一样。
• Converting wastes into added value products: from glycerol to glycerol carbonate, glycidol and epichlorohydrin using environmentally friendly synthetic routes
  作者：Angela Dibenedetto、Antonella Angelini、Michele Aresta、Jayashree Ethiraj、Carlo Fragale、Francesco Nocito

  DOI：10.1016/j.tet.2010.11.070

  日期：2011.2

  Glycerol carbonate, synthesised via a non-phosgene route using glycerol and CO(2) or urea in presence of a heterogeneous catalyst, was efficiently converted into a series of derivatives through the functionalization of the -OH moiety, using high yield, high selectivity synthetic routes not affecting the carbonate functionality. So, for example, glycerol carbonate was converted into epichlorohydrin, a product that has a large industrial application, under very mild conditions, using a two-step reaction with a 98% yield and 100% selectivity. The high yield and mild reaction conditions (very often close to the ambient conditions) make the environmentally friendly synthetic approach described in this work of potential applicative interest. All compounds prepared were fully characterized. (C) 2010 Elsevier Ltd. All rights reserved.
• FUGANTI, GLAUDIO;GRASSELLI, PIERO;SERVI, STEFANO;LAZZARINI, AMERIGA;CASAT+, TETRAHEDRON, 44,(1988) N 9, 2575-2582
  作者：FUGANTI, GLAUDIO、GRASSELLI, PIERO、SERVI, STEFANO、LAZZARINI, AMERIGA、CASAT+

  DOI：——

  日期：——