3-acetoxy-4-heptanone | 2983-04-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-acetoxy-4-heptanone
• 英文别名: 3-acetoxy-heptan-4-one；5-Acetoxy-heptan-4-one；4-oxoheptan-3-yl acetate
• CAS: 2983-04-2
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: QPUOLUOKRLVSDI-UHFFFAOYSA-N

物化性质

• 沸点：
  98-100 °C(Press: 16 Torr)
• 密度：
  0.975 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-acetoxy-4-heptanone 生成 (E)-hept-2-en-4-one
  参考文献：
  名称：

  Colonge,J.; Dubin,J.-C., Bulletin de la Societe Chimique de France, 1960, p. 1180 - 1186

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴-4-庚酮 在 硫酸 、 potassium carbonate 作用下， 生成 3-acetoxy-4-heptanone
  参考文献：
  名称：

  Colonge,J.; Dubin,J.-C., Bulletin de la Societe Chimique de France, 1960, p. 1180 - 1186

  摘要：

  DOI：

文献信息

• Tetraarylphosphonium Salts as Soluble Supports for Oxidative Catalysts and Reagents
  作者：Marie-Noelle Roy、Jean-Christophe Poupon、André B. Charette

  DOI：10.1021/jo901509z

  日期：2009.11.20

  Tetraarylphosphonium (TAP)-supported DMSO, TEMPO, and DIB reagents were synthesized and used for the oxidation of alcohols, including Swern oxidation and for the α-acetoxylation of ketones. By taking advantage of the predictable solubility properties of the TAP unit, simple precipitation and filtration of the phosphonium moiety permit complete separation of the desired oxidation products. This paper

  合成了四芳基aryl（TAP）负载的DMSO，TEMPO和DIB试剂，并将其用于醇的氧化，包括Swern氧化和酮的α-乙酰氧基化。通过利用TAP单元的可预测的溶解度特性，simple部分的简单沉淀和过滤可实现所需氧化产物的完全分离。本文介绍了这三种支持TAP的氧化剂的制备及其在上述氧化转化中的活性。此外，我们已经证明，这些试剂在催化过程中使用时可以直接回收利用，而在化学计量过程中使用后可以进行再生。
• Epothilone synthesis building blocks III and IV: asymmetrically substituted acyloins and acyloin derivatives, methods for their production and methods for the production of epothilones B, D and epothilone derivatives
  申请人：——

  公开号：US20040082651A1

  公开（公告）日：2004-04-29

  The present invention is directed to novel acyloins, their derivatives, methods for their production and their use for the production of novel epothilones and their derivatives. In addition, the invention is directed to the building blocks for epothilone synthesis, methods for their production and the use of synthetic building blocks for the production of epothilones and their derivatives.

  本发明涉及新型酰亚胺、其衍生物、其生产方法以及用于生产新型依托利酮及其衍生物的方法。此外，本发明还涉及依托利酮合成的构建块、其生产方法以及用于生产依托利酮及其衍生物的合成构建块的使用。
• Iodobenzene-Catalyzed α-Acetoxylation of Ketones. In Situ Generation of Hypervalent (Diacyloxyiodo)benzenes Using <i>m</i>-Chloroperbenzoic Acid
  作者：Masahito Ochiai、Yasunori Takeuchi、Tomoko Katayama、Takuya Sueda、Kazunori Miyamoto

  DOI：10.1021/ja0542800

  日期：2005.9.1

  Reported here for the first time is the iodobenzene-catalyzed alpha-oxidation of ketones, in which diacyloxy(phenyl)-lambda3-iodanes generated in situ act as real oxidants of ketones and m-chloroperbenzoic acid serves as a terminal oxidant. Oxidation of a ketone with m-chloroperbenzoic acid in acetic acid in the presence of a catalytic amount of iodobenzene, BF3.Et2O, and water at room temperature under argon affords an alpha-acetoxy ketone in good yield. p-Methyl- and p-chloroiodobenzene also serve as efficient catalysts in this direct oxidation. We found that when the reaction was carried out in the absence of a catalytic amount of iodobenzene, Baeyer-Villiger oxidation of a ketone took place. It is noted that use of water and BF3.Et2O is crucial to the success of this alpha-acetoxylation.
• EPOTHILONE-SYNTHESEBAUSTEINE III UND IV: UNSYMMETRISCH SUBSTITUIERTE ACYLOINE UND ACYLOINDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG SOWIE VERFAHREN ZUR HERSTELLUNG VON EPOTHILON B, D UND EPOTHILONDERIVATEN
  申请人：Morphochem AG

  公开号：EP1358144A1

  公开（公告）日：2003-11-05
• EPOTHILON-SYNTHESEBAUSTEINE I: UNSYMMETRISCH SUBSTITUIERTE ACYLOINE UND ACYLOINDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG SOWIE DEREN VERWENDUNG ZUR HERSTELLUNG VON EPOTHILONEN UND EPOTHILONDERIVATEN
  申请人：R&D-Biopharmaceuticals

  公开号：EP1358144B1

  公开（公告）日：2006-12-27