Dibenzoylessigsaeure-N-carboxyethylamid | 141305-13-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: Dibenzoylessigsaeure-N-carboxyethylamid
• 英文别名: ethyl N-(2-benzoyl-3-oxo-3-phenylpropanoyl)carbamate
• CAS: 141305-13-7
• 化学式: C₁₉H₁₇NO₅
• 分子量: 339.348
• InChiKey: UBADJFZQSIPPCR-UHFFFAOYSA-N

物化性质

• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  89.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Dibenzoylessigsaeure-N-carboxyethylamid 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以45%的产率得到5-Benzoyl-6-phenyl-1,3-oxazin-2,4-dion
  参考文献：
  名称：

  Reaktionen cyclischer Oxalylverbindungen, 34. Mitt.: Synthese von Dibenzoylacet-N-carboxyalkylamiden und semiempirische Rechnungen zur Keto-Enol Tautomerie

  摘要：

  4-Benzoyl-5-phenylfuran-2,3-dione (1) and the urethanes 2 combine under loss of carbon monoxide yielding the open chain dibenzoylacetic acid derivatives 3 and 4. 3a, b only can be cyclized to the oxazinone 5. The keto-enole tautomerism 3 half arrow right over half arrow left 4 is further investigated with aid of semiempirical quantum chemical calculations, based upon the molecular geometry of 3a, deduced from an X-ray study.

  DOI：

  10.1007/bf00810475
• 作为产物：
  描述：

  氨基甲酸乙酯 、 4-benzoyl-5-phenyl-furan-2,3-dione 以 苯 为溶剂， 反应 4.0h， 以45%的产率得到Dibenzoylessigsaeure-N-carboxyethylamid
  参考文献：
  名称：

  Reaktionen cyclischer Oxalylverbindungen, 34. Mitt.: Synthese von Dibenzoylacet-N-carboxyalkylamiden und semiempirische Rechnungen zur Keto-Enol Tautomerie

  摘要：

  4-Benzoyl-5-phenylfuran-2,3-dione (1) and the urethanes 2 combine under loss of carbon monoxide yielding the open chain dibenzoylacetic acid derivatives 3 and 4. 3a, b only can be cyclized to the oxazinone 5. The keto-enole tautomerism 3 half arrow right over half arrow left 4 is further investigated with aid of semiempirical quantum chemical calculations, based upon the molecular geometry of 3a, deduced from an X-ray study.

  DOI：

  10.1007/bf00810475

文献信息

• Reaktionen cyclischer Oxalylverbindungen, 34. Mitt.: Synthese von Dibenzoylacet-N-carboxyalkylamiden und semiempirische Rechnungen zur Keto-Enol Tautomerie
  作者：Walter M. F. Fabian、Gert Kollenz、Yunus Akcamur、Tevfik Riza K�k、Makbule Teczan、Mehmet Akkurt、Wolfgang Hiller

  DOI：10.1007/bf00810475

  日期：1992.3

  4-Benzoyl-5-phenylfuran-2,3-dione (1) and the urethanes 2 combine under loss of carbon monoxide yielding the open chain dibenzoylacetic acid derivatives 3 and 4. 3a, b only can be cyclized to the oxazinone 5. The keto-enole tautomerism 3 half arrow right over half arrow left 4 is further investigated with aid of semiempirical quantum chemical calculations, based upon the molecular geometry of 3a, deduced from an X-ray study.