3,3,6,7-tetramethyl-2,3,4,6,7,12-hexahydro-1H-6,12-methanodibenzo[d,g][1,3]oxazocin-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,3,6,7-tetramethyl-2,3,4,6,7,12-hexahydro-1H-6,12-methanodibenzo[d,g][1,3]oxazocin-1-one
• 英文别名: 6,12-Methano-1-oxo-3,3,6,7-tetramethyl-1,2,3,4,6,7(12H)-hexahydrodibenz[d,g][1,3]-oxazocine；5,5,9,10-tetramethyl-8-oxa-10-azatetracyclo[7.7.1.02,7.011,16]heptadeca-2(7),11,13,15-tetraen-3-one
• 化学式: C₁₉H₂₃NO₂
• 分子量: 297.397
• InChiKey: BMBMKWNCDTVWRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  碘化1,2-二甲基喹啉嗡 、 alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 以 水 、 甲苯 为溶剂， 反应 2.0h， 生成 3,3,6,7-tetramethyl-2,3,4,6,7,12-hexahydro-1H-6,12-methanodibenzo[d,g][1,3]oxazocin-1-one
  参考文献：
  名称：

  Reactions of cyclic 1,3-dicarbonyl compounds with 1,2(1,4)-dihydro-1-methyl-2(4)-methylene-N-heterocycles. A new access to 6,12-methano-dibenz[d,g]-[1,3]oxazocinones

  摘要：

  The enamine-type methylene-N-heterocycles 1-5 react with cyclic 2-ethoxymethylene-1,3-dicarbonyl compounds 6 to give 2-[2-(hetarylidene)ethylidene]-1,3-dicarbonyl compounds 7-14. The result of the reactions between 1,2-dihydro-1-methyl-2-methylene-quinoline (Ia) and cyclic 1,3-dicarbonyl compounds depends on the nature of the dihydro intermediates A/B. Dehydrogenation of keton intermediates A results in 2-(1,2-dimethyl-4(1H)-quinolylidene)-1,3-dicarbonyl compounds 17-21. Enol intermediates B with 6-membered dicarbonyl ring form 6,12-methano-dibenz[d,g][1,3]oxazocinones 22-25. H-1 NM R spectra and X-ray structure analysis prove the structure of 23.

  DOI：

  10.1007/bf00811679

文献信息

• A new and convenient approach to heterotetracyclic benzoxazocines through addition of 1,3-dicarbonyl compounds to quinolinium salts
  作者：Firouz Matloubi Moghaddam、Zohreh Mirjafary、Hamdollah Saeidian、Salman Taheri、Mohammad Reza Khodabakhshi

  DOI：10.1016/j.tetlet.2010.03.038

  日期：2010.5

  The synthesis of a series of benzoxazocines has been achieved in good yields by tandem C-alkylation and intramolecular O-alkylation of 1,3-dicarbonyl compounds with quinolinium salts. This is a novel example of the synthesis of eight-membered rings via a tandem process, which provides a method for the synthesis of medium-ring heterocycles.

  通过用喹啉鎓盐串联C-烷基化和1，3-二羰基化合物的分子内O-烷基化，已经以高收率实现了一系列苯并恶唑啉的合成。这是经由串联过程合成八元环的新颖示例，其提供了用于合成中环杂环的方法。