(+/-)-2-benzyloxymethyl-2-vinyloxirane | 1253120-53-4

• 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: (+/-)-2-benzyloxymethyl-2-vinyloxirane
• 英文别名: 2-Ethenyl-2-(phenylmethoxymethyl)oxirane；2-ethenyl-2-(phenylmethoxymethyl)oxirane
• CAS: 1253120-53-4
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: HDYSHBUNVJYIGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 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：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-2-benzyloxymethyl-2-vinyloxirane 在 硫酸 作用下， 以 水 为溶剂， 反应 1.17h， 生成 、 (R)-2-((benzyloxy)methyl)but-3-ene-1,2-diol
  参考文献：
  名称：

  The scope and limitation of the regio- and enantioselective hydrolysis of aliphatic epoxides using Bacillus subtilis epoxide hydrolase, and exploration toward chirally differentiated tris(hydroxymethyl)methanol

  摘要：

  The substrate specificity of an engineered Bacillus subtilis epoxide hydrolase, which so far had shown high activity and enantioselectivity with 1-benzyloxymethyl-1 -methyloxirane, has been studied by altering the methyl substituent into hydrogen, oxygen-containing functionalities, and unsaturated homologs. High enantioselectivity (E = 44) was observed with 1-benzyloxymethyl-1-vinyloxirane with a proper catalytic activity. The elaboration of the reaction conditions and work-up procedures enabled a preparative-scale kinetic resolution, to give (R)-2-benzyloxymethyl-3-butene-1,2-diol and its antipodal (R)-epoxide in high ees. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.014
• 作为产物：
  描述：

  2-benzyloxymethyloxirane-2-carbaldehyde 、 甲基三苯基溴化膦 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以92%的产率得到(+/-)-2-benzyloxymethyl-2-vinyloxirane
  参考文献：
  名称：

  The scope and limitation of the regio- and enantioselective hydrolysis of aliphatic epoxides using Bacillus subtilis epoxide hydrolase, and exploration toward chirally differentiated tris(hydroxymethyl)methanol

  摘要：

  The substrate specificity of an engineered Bacillus subtilis epoxide hydrolase, which so far had shown high activity and enantioselectivity with 1-benzyloxymethyl-1 -methyloxirane, has been studied by altering the methyl substituent into hydrogen, oxygen-containing functionalities, and unsaturated homologs. High enantioselectivity (E = 44) was observed with 1-benzyloxymethyl-1-vinyloxirane with a proper catalytic activity. The elaboration of the reaction conditions and work-up procedures enabled a preparative-scale kinetic resolution, to give (R)-2-benzyloxymethyl-3-butene-1,2-diol and its antipodal (R)-epoxide in high ees. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.014

文献信息

• Method for forming pattern, and optical element
  申请人：JSR Corporation

  公开号：EP1498776A2

  公开（公告）日：2005-01-19

  There is provided a method for forming a pattern comprising two regions of different refractive indices easily, that is, a method comprising the steps of forming a pattern having a water-shedding oil-shedding region by use of a radiation sensitive resin composition and coating the pattern with a high refractive index resin solution using a solvent having low wettability to the water-shedding oil-shedding region so as to form two regions of different refractive indices.

  本发明提供了一种易于形成包含两个不同折射率区域的图案的方法，即包括以下步骤：使用辐射敏感树脂组合物形成具有水油分离区域的图案，并使用对水油分离区域具有低润湿性的溶剂在图案上涂覆高折射率树脂溶液，以形成两个不同折射率的区域。
• US7378224B2
  申请人：——

  公开号：US7378224B2

  公开（公告）日：2008-05-27
• The scope and limitation of the regio- and enantioselective hydrolysis of aliphatic epoxides using Bacillus subtilis epoxide hydrolase, and exploration toward chirally differentiated tris(hydroxymethyl)methanol
  作者：Ken-ichi Shimizu、Maki Sakamoto、Manabu Hamada、Toshinori Higashi、Takeshi Sugai、Mitsuru Shoji

  DOI：10.1016/j.tetasy.2010.07.014

  日期：2010.8

  The substrate specificity of an engineered Bacillus subtilis epoxide hydrolase, which so far had shown high activity and enantioselectivity with 1-benzyloxymethyl-1 -methyloxirane, has been studied by altering the methyl substituent into hydrogen, oxygen-containing functionalities, and unsaturated homologs. High enantioselectivity (E = 44) was observed with 1-benzyloxymethyl-1-vinyloxirane with a proper catalytic activity. The elaboration of the reaction conditions and work-up procedures enabled a preparative-scale kinetic resolution, to give (R)-2-benzyloxymethyl-3-butene-1,2-diol and its antipodal (R)-epoxide in high ees. (C) 2010 Elsevier Ltd. All rights reserved.