(S)-甲基丙烯酸缩水甘油酯 | 78196-35-7

• 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
• 中文名称: (S)-甲基丙烯酸缩水甘油酯
• 英文名称: (S)-glycidyl methacrylate
• 英文别名: [(2S)-oxiran-2-yl]methyl 2-methylprop-2-enoate
• CAS: 78196-35-7
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: VOZRXNHHFUQHIL-LURJTMIESA-N

物化性质

• 沸点：
  189.0±0.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-甲基丙烯酸缩水甘油酯 在 硫脲 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以100%的产率得到(S)-thiiranylmethyl methacrylate
  参考文献：
  名称：

  Chiral polyamino alcohols and polyamino thiols for asymmetric heterogeneous catalysis

  摘要：

  A series of macroporous copolymer beads were synthesized by THE free radical suspension copolymerization of (S)-glycidylmethacrylate (GMA), (S)-thiiranylmethylmethacrylate (TMA), or (R,R)-phenylglycidylmethacrylate (Ph-GMA) with ethyleneglycol dimethacrylate (EDMA) or divinylbenzene (DVB). This allowed for the evaluation of their chemical and physical properties (polymer matrix nature or the structure of the heterocyclopropane) and their influence on the catalytic efficiency. These chiral polymers were subsequently transformed into polyamino alcohol or polyamino thiol derivatives by the facile ring opening of the oxirane or thiirane group with benzylamine and methylamine. Complexed with [RuCl2(P-cymene)](2), these derivatives were shown to be effective in the asymmetric hydrogen transfer reduction of acetophenone. The best results (conversion: 94%, ee: 71%) were obtained with benzylamine grafted onto poly(GMA-co-EDMA) (30/70 % wt/wt). (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2006.06.041
• 作为产物：
  描述：

  甲基丙烯酸缩水甘油酯 在 Co(III)-[(R,R)-salen](OAc) 、 水 作用下， 反应 24.0h， 以35%的产率得到(S)-甲基丙烯酸缩水甘油酯
  参考文献：
  名称：

  对映体纯的聚（甲基丙烯酸缩水甘油酯共-亚乙基乙二醇二甲基丙烯酸）：用于支持不对称催化氢转移还原一种新的材料

  摘要：

  制备了一种含有手性环氧残基的新型共聚物。（R）-或（S）-甲基丙烯酸缩水甘油酯与乙二醇二甲基丙烯酸酯的自由基引发的悬浮共聚提供了高收率的交联共聚物1。然后从1至环氧化物开环，与许多非手性和同手性胺形成含氨基醇官能团的旋光聚合物。结果表明，基于这些新的聚合氨基醇配体的钌配合物是有效的催化剂，用于苯乙酮的不对称氢转移还原。

  DOI：

  10.1016/s0957-4166(01)00129-x

文献信息

• [EN] PROCESS FOR THE PREPARATION OF GLYCIDYL DERIVATIVES<br/>[FR] METHODE DE PREPARATION DE DERIVES DE GLYCIDYLE
  申请人：RSTECH CORP

  公开号：WO2006019202A1

  公开（公告）日：2006-02-23

  There is provided a process for preparing a glycidyl derivative from 3-chloro-1,2-propanediol, comprising i) adding a phosphate salt to a solution into which 3-chloro-1,2-propanediol is dissolved into a solvent to produce glycidol, and ii) adding to the solution of step i) a base capable of releasing a glycidyl group from the glycidol and a substrate susceptible to nucleophilic attack to produce the desired glycidyl derivative by nucleophilic attack of the glycidyl group to the substrate.

  提供了一种从3-氯-1,2-丙二醇制备环氧乙烷衍生物的过程，包括i) 向3-氯-1,2-丙二醇溶解于溶剂中的溶液中添加磷酸盐以产生环氧乙烷，以及ii) 向步骤i)的溶液中添加能够释放环氧乙烷基团的碱和易受亲核攻击的底物，通过环氧乙烷基团对底物的亲核攻击产生所需的环氧乙烷衍生物。
• Process for the Preparation of Glycidyl Derivatives
  申请人：Kim Seong-Jin

  公开号：US20070265458A1

  公开（公告）日：2007-11-15

  There is provided a process for preparing a glycidyl derivative from 3-chloro-1,2-propanediol, comprising i) adding a phosphate salt to a solution into which 3-chloro-1,2-propanediol is dissolved into a solvent to produce glycidol, and ii) adding to the solution of step i) a base capable of releasing a glycidyl group from the glycidol and a substrate susceptible to nucleophilic attack to produce the desired glycidyl derivative by nucleophilic attack of the glycidyl group to the substrate.

  提供了一种从3-氯-1,2-丙二醇制备环氧丙烷衍生物的方法，包括i）向溶解3-氯-1,2-丙二醇的溶剂中加入磷酸盐以产生环氧丙烷，并ii）向步骤i）的溶液中加入能够从环氧丙烷中释放环氧丙烷基的碱和易受亲核攻击的底物，通过环氧丙烷基对底物的亲核攻击生成所需的环氧丙烷衍生物。
• Crosslinked three-dimensional polymer network, method for preparing same, support material comprising same and uses thereof
  申请人：——

  公开号：US20040265267A1

  公开（公告）日：2004-12-30

  The present invention relates to a crosslinked optically active three-dimensional polymer network consisting of at least one homochiral unit of at least one first selector and of at least one homochiral unit of at least one second selector of structure different from the first selector and optionally of at least one homochiral unit of at least one third selector of structure different from the first and from the second selector, the homochiral unit(s) of the first selector containing one polymerizable functional group, the homochiral unit(s) of the third selector containing at least one polymerizable functional group and the homochiral unit(s) of the second selector containing at least two polymerizable or crosslinkable functional groups, the homochiral units being chemically linked to one another, to a method for preparing thereof and methods using thereof.

  本发明涉及一种交联的光学活性三维聚合物网络，其由至少一个第一选择器的同构单元和至少一个结构与第一选择器不同的第二选择器的同构单元以及可选地至少一个结构与第一选择器和第二选择器不同的第三选择器的同构单元组成，第一选择器的同构单元包含一个聚合功能基团，第三选择器的同构单元包含至少一个聚合功能基团，第二选择器的同构单元包含至少两个聚合或交联功能基团，这些同构单元被化学键合在一起，以及其制备方法和使用方法。
• Stereochemical and Skeletal Diversity Employing Pipecolate Ester Scaffolds
  作者：Yu Chen、John A. Porco,、James S. Panek

  DOI：10.1021/ol070321g

  日期：2007.4.1

  [GRAPHICS]The stereocontrolled synthesis of pyridooxazinones by Mg(OTf)(2)-promoted epoxide ring-opening with use of chiral pipecolates as nucleophiles is described. Pyridooxazinone products derived from azido-epoxides can be further rearranged to seven-membered pyridodiazepinones by azide reduction. The sequence of functional group interconversions generates diversity through topological and stereochemical variation.
• SCHOBERT, RAINER, ANGEW. CHEM., 100,(1988) N, C. 869-871
  作者：SCHOBERT, RAINER

  DOI：——

  日期：——