2,3-dimethyl-oxiranecarboxylic acid methyl ester | 72150-00-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 2,3-dimethyl-oxiranecarboxylic acid methyl ester
• 英文别名: 2,3-Dimethyloxirane-2-carboxylic acid, methyl ester；methyl 2,3-dimethyloxirane-2-carboxylate
• CAS: 72150-00-6
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: IWEUXISIFFBRNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴丙酸甲酯 、 乙醛 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以25%的产率得到(2R,3S)-2-Bromo-3-hydroxy-2-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Stereoselective Hydrogen Transfer Reactions Involving Acyclic Radicals. Tandem Substituted Tetrahydrofuran Formation and Stereoselective Reduction: Synthesis of the C17-C22 Subunit of Ionomycin

  摘要：

  The tandem iodoetherification reaction and stereoselective reduction of acyclic radicals has been used in the stereocontrolled synthesis of substituted tetrahydrofurans. Such a tetrahydrofuran intermediate is regioselectively cleaved using Me(2)BBr to reveal the acyclic array 2 which represents the C-17-C-22 subunit of ionomycin. In experiments that provide for a better understanding of hydrogen transfer reactions involving acyclic radicals, a significant improvement in the stereoselectivity is observed when the two substituents at the stereogenic center alpha to the radical are imbedded in a cycle (''cycle effect''). A mechanistic rationale is discussed.

  DOI：

  10.1021/jo00084a040

文献信息

• Method for producing polydienes and polydiene copolymers with reduced cold flow
  申请人：BRIDGESTONE CORPORATION

  公开号：US10301397B2

  公开（公告）日：2019-05-28

  A method for preparing a coupled polymer, the method comprising the steps of (i) polymerizing monomers to form a reactive polymer, and (ii) reacting the reactive polymer with a glycidic ester.

  一种制备偶联聚合物的方法，该方法包括以下步骤：(i) 单体聚合形成活性聚合物，(ii) 活性聚合物与缩水甘油酯反应。
• Method for isomerization a glycidate derivative
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP0153692B1

  公开（公告）日：1992-07-29
• METHOD FOR PRODUCING POLYDIENES AND POLYDIENE COPOLYMERS WITH REDUCED COLD FLOW
  申请人：Bridgestone Corporation

  公开号：EP2780177A1

  公开（公告）日：2014-09-24
• Method For Producing Polydienes And Polydiene Copolymers With Reduced Cold Flow
  申请人：LUO Steven

  公开号：US20140296445A1

  公开（公告）日：2014-10-02

  A method for preparing a coupled polymer, the method comprising the steps of: (i) polymerizing monomers to form a reactive polymer, and (ii) reacting the reactive polymer with a glycidic ester.
• US4621150A
  申请人：——

  公开号：US4621150A

  公开（公告）日：1986-11-04