1-benzyloxy-2,3-epoxy-3-methylbutane

• 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: 1-benzyloxy-2,3-epoxy-3-methylbutane
• 英文别名: (3S)-2,2-dimethyl-3-(phenylmethoxymethyl)oxirane
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: JSZCFIWOSRJHDR-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-1-Benzyloxy-3-methyl-butane-2,3-diol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 苯 为溶剂， 反应 4.0h， 以75%的产率得到1-benzyloxy-2,3-epoxy-3-methylbutane
  参考文献：
  名称：

  Convenient preparation of carbonyl compounds from 1,2-diols utilizing Mitsunobu conditions

  摘要：

  1,1-Disubstituted 1,2-diols are efficiently converted into carbonyl compounds by reaction with triphenylphosphine and diethyl azodicarboxylate. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00071-x

文献信息

• Enantioselective epoxidation of tertiary allylic alcohols by chiral dihydroperoxides
  作者：Alexander Bunge、Hans-Jürgen Hamann、Dennis Dietz、Jürgen Liebscher

  DOI：10.1016/j.tet.2013.01.032

  日期：2013.3

  gem-Dihydroperoxides were successfully used for the enantioselective epoxidation of tertiary and primary allylic alcohols. Epoxides derived from tertiary alcohols were obtained in yields up to 71% with ee's up to 52%. (c) 2013 Elsevier Ltd. All rights reserved.
• Convenient preparation of carbonyl compounds from 1,2-diols utilizing Mitsunobu conditions
  作者：Alejandro F. Barrero、Enrique J. Alvarez-Manzaneda、R. Chahboun

  DOI：10.1016/s0040-4039(00)00071-x

  日期：2000.3

  1,1-Disubstituted 1,2-diols are efficiently converted into carbonyl compounds by reaction with triphenylphosphine and diethyl azodicarboxylate. (C) 2000 Elsevier Science Ltd. All rights reserved.