6-oxo-7-phenyl-heptanoic acid | 62808-73-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 6-oxo-7-phenyl-heptanoic acid
• 英文别名: 6-Oxo-7-phenyl-heptansaeure；5-Keto-7-phenyl-heptansaeure；6-Oxo-7-phenylheptanoic acid
• CAS: 62808-73-5
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: LAVHCTMXZVVIBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-oxo-7-phenyl-heptanoic acid 在 2-bromo-N-propylpyridinium triflate 、 4-吡咯烷基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以58%的产率得到5-benzyl-6-oxabicyclo[3.2.0]heptan-7-one
  参考文献：
  名称：

  Bicyclic- and Tricyclic-β-lactones via Organonucleophile-Promoted Bis-Cyclizations of Keto Acids:  Enantioselective Synthesis of (+)-Dihydroplakevulin

  摘要：

  A highly diastereoselective, nucleophile-promoted bis-cyclization process, employing readily available and tractable keto acid substrates, is described. This methodology provides concise access to bicyclic- and tricyclic-beta-lactones bearing tertiary carbinol centers and quaternary carbons, greatly extending the scope of previous routes to bicyclic-beta-lactones from aldehyde acid substrates. The utility of the method was demonstrated by application to an enantioselective synthesis of (+)-dihydroplakevulin A. This and related processes may be revealing a subtle interplay between [2+2] cycloaddition and nucleophile-catalyzed aldol lactonization (NCAL) reaction manifolds.

  DOI：

  10.1021/ol061816t
• 作为产物：
  描述：

  1-(Phenylethynyl)cyclopentene 在 sodium hydroxide 、 甲酸 、 双氧水 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 6-oxo-7-phenyl-heptanoic acid
  参考文献：
  名称：

  Untersuchungen �ber die Bildung von 2-Acylcyclopentanonen aus 1-(1-�thynyl)-cyclopentenen und Perameisens�ure

  摘要：

  DOI：

  10.1007/bf01153928

文献信息

• METHOD FOR PRODUCING CARBOXYLIC ACID
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1544190A1

  公开（公告）日：2005-06-22

  The present invention provides a safe, convenient and efficient method for producing carboxylic acid by a reaction of alicyclic alcohol with an aqueous hydrogen peroxide to thereby obtain carboxylic acid in high yield from alicyclic alcohol or alicyclic ketone under mild reaction conditions, wherein the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. In order to provide it, an oily alicyclic alcohol is allowed to react with an aqueous hydrogen peroxide in the presence of a catalyst containing a metal compound belonging to Group 6 of the Periodic Table in a heterogeneous solution system.

  本发明提供了一种安全、方便、高效的生产羧酸的方法，该方法通过脂环醇与过氧化氢水溶液反应，从而在温和的反应条件下，从脂环醇或脂环酮中高产率地获得羧酸，反应操作简单易行，反应完成后无需去除溶剂的步骤，对环境和人体的影响和毒性明显较小。为了实现这一目标，需要在一个异相溶液体系中，在含有元素周期表第 6 族金属化合物的催化剂存在下，使油性脂环醇与过氧化氢水溶液发生反应。
• Method for producing carboxylic acid
  申请人：Sato Kazuhiko

  公开号：US20050215817A1

  公开（公告）日：2005-09-29

  The present invention provides a safe, convenient and efficient method for producing carboxylic acid by a reaction of alicyclic alcohol with an aqueous hydrogen peroxide to thereby obtain carboxylic acid in high yield from alicyclic alcohol or alicyclic ketone under mild reaction conditions, wherein the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. In order to provide it, an oily alicyclic alcohol is allowed to react with an aqueous hydrogen peroxide in the presence of a catalyst containing a metal compound belonging to Group 6 of the Periodic Table in a heterogeneous solution system.

  本发明提供了一种安全、方便、高效的生产羧酸的方法，该方法通过脂环醇与过氧化氢水溶液反应，从而在温和的反应条件下，从脂环醇或脂环酮中高产率地获得羧酸，反应操作简单易行，反应完成后无需去除溶剂的步骤，对环境和人体的影响和毒性明显较小。为了实现这一目标，需要在一个异相溶液体系中，在含有元素周期表第 6 族金属化合物的催化剂存在下，使油性脂环醇与过氧化氢水溶液发生反应。
• The Rearrangement of α,β-Epoxy Ketones. IV. The Synthesis of Cyclic β-Diketones
  作者：Herbert O. House、Richard L. Wasson

  DOI：10.1021/ja01598a055

  日期：1956.9
• Walther et al., Chemische Berichte, 1956, vol. 89, p. 60,65
  作者：Walther et al.

  DOI：——

  日期：——
• METHOD FOR PRODUCING CARBOXYLIC ACIDS
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1544190B1

  公开（公告）日：2011-08-31