(1S,2S,3S)-2-(4-chlorobenzoyl)-3-((S)-2-formyloxy-1-hydroxyethyl)cyclopropanecarboxylic acid | 1030901-02-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S,3S)-2-(4-chlorobenzoyl)-3-((S)-2-formyloxy-1-hydroxyethyl)cyclopropanecarboxylic acid
• 英文别名: (1S,2S,3S)-2-(4-chlorobenzoyl)-3-[(1S)-2-formyloxy-1-hydroxyethyl]cyclopropane-1-carboxylic acid
• CAS: 1030901-02-0
• 化学式: C₁₄H₁₃ClO₆
• 分子量: 312.707
• InChiKey: HYQDJRVBJQXGLJ-RHYQMDGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,2S,3S)-2-(4-chlorobenzoyl)-3-((S)-2-formyloxy-1-hydroxyethyl)cyclopropanecarboxylic acid 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以84%的产率得到(1S,4S,5S,6S)-6-(4-chlorobenzoyl)-4-hydroxymethyl-3-oxabicyclo[3.1.0]hexan-2-one
  参考文献：
  名称：

  Preparation of chiral cyclopropanecarboxylic acids and 3-oxabicyclo[3.1.0]hexane-2-ones from levoglucosenone

  摘要：

  Levoglucosenone (a chiral alpha,beta-unsaturated ketone derivative of cellulose) serves as a starting compound in 2 and 3 step syntheses of chiral cyclopropanecarboxylic acids and 3-oxabicyclo[3.1.0]hexane-2-ones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.016
• 作为产物：
  描述：

  (1S,2S,3S,4S,6R)-3-(4-chlorobenzoyl)-7,9-dioxatricyclo[4.2.1.0^2,4]nonan-5-one 在 双氧水 、 溶剂黄146 作用下， 以83%的产率得到(1S,2S,3S)-2-(4-chlorobenzoyl)-3-((S)-2-formyloxy-1-hydroxyethyl)cyclopropanecarboxylic acid
  参考文献：
  名称：

  Preparation of chiral cyclopropanecarboxylic acids and 3-oxabicyclo[3.1.0]hexane-2-ones from levoglucosenone

  摘要：

  Levoglucosenone (a chiral alpha,beta-unsaturated ketone derivative of cellulose) serves as a starting compound in 2 and 3 step syntheses of chiral cyclopropanecarboxylic acids and 3-oxabicyclo[3.1.0]hexane-2-ones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.016

文献信息

• Preparation of chiral cyclopropanecarboxylic acids and 3-oxabicyclo[3.1.0]hexane-2-ones from levoglucosenone
  作者：Alexander V. Samet、Dmitriy N. Lutov、Leonid D. Konyushkin、Yuri A. Strelenko、Victor V. Semenov

  DOI：10.1016/j.tetasy.2008.02.016

  日期：2008.4

  Levoglucosenone (a chiral alpha,beta-unsaturated ketone derivative of cellulose) serves as a starting compound in 2 and 3 step syntheses of chiral cyclopropanecarboxylic acids and 3-oxabicyclo[3.1.0]hexane-2-ones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.