2-methoxycarbonyl-2-(2-propynyl)-3,4-dihydro-1(2H)-naphthone | 157426-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxycarbonyl-2-(2-propynyl)-3,4-dihydro-1(2H)-naphthone
• 英文别名: Methyl 1-oxo-2-prop-2-ynyl-3,4-dihydronaphthalene-2-carboxylate
• CAS: 157426-10-3
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: BHUWOLUMNJGBBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2-methoxycarbonyl-2-(2-propynyl)-3,4-dihydro-1(2H)-naphthone 在 盐酸 、 氢氧化钾 、 水 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 7.0h， 生成 3,3a,4,5-tetrahydro-2H-benzinden-2-one
  参考文献：
  名称：

  Synthesis of conformationally restricted relatives of the mevinic acids

  摘要：

  Condensations between the tricyclic ketones 9, 19 and 23 and the sodio-lithio dianion of methyl acetoacetate Lead to the conformationally restricted Mevinic acid relatives 12b, 20b and 26 respectively, following lactonization and selective reduction. The approach of the nucleophile is stereospecific in the first two instances but not in the last; explanations for this behaviour are given. The target compounds showed negligible HMGCoA reductase antagonism.

  DOI：

  10.1016/s0040-4020(01)90425-9
• 作为产物：
  描述：

  3,4-二氢-1(2H)-萘酮 在 sodium methylate 、 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 2-methoxycarbonyl-2-(2-propynyl)-3,4-dihydro-1(2H)-naphthone
  参考文献：
  名称：

  Synthesis of conformationally restricted relatives of the mevinic acids

  摘要：

  Condensations between the tricyclic ketones 9, 19 and 23 and the sodio-lithio dianion of methyl acetoacetate Lead to the conformationally restricted Mevinic acid relatives 12b, 20b and 26 respectively, following lactonization and selective reduction. The approach of the nucleophile is stereospecific in the first two instances but not in the last; explanations for this behaviour are given. The target compounds showed negligible HMGCoA reductase antagonism.

  DOI：

  10.1016/s0040-4020(01)90425-9

文献信息

• Synthesis of conformationally restricted relatives of the mevinic acids
  作者：Frank Bennett、Garry Fenton、David W. Knight

  DOI：10.1016/s0040-4020(01)90425-9

  日期：1994.4

  Condensations between the tricyclic ketones 9, 19 and 23 and the sodio-lithio dianion of methyl acetoacetate Lead to the conformationally restricted Mevinic acid relatives 12b, 20b and 26 respectively, following lactonization and selective reduction. The approach of the nucleophile is stereospecific in the first two instances but not in the last; explanations for this behaviour are given. The target compounds showed negligible HMGCoA reductase antagonism.