Ethyl 8-ethoxy-2-oxo-2H-cycloheptafuran-3-carboxylate | 171363-21-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环七呋喃
• 英文名称: Ethyl 8-ethoxy-2-oxo-2H-cycloheptafuran-3-carboxylate
• 英文别名: Ethyl 8-ethoxy-2-oxocyclohepta[b]furan-3-carboxylate
• CAS: 171363-21-6
• 化学式: C₁₄H₁₄O₅
• 分子量: 262.262
• InChiKey: KDLXBIPJEDTCIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 8-ethoxy-2-oxo-2H-cycloheptafuran-3-carboxylate 在 aluminum (III) chloride 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 64.0h， 生成 C₂₀H₂₂O₅
  参考文献：
  名称：

  2-取代的z唑衍生物的高效合成和应用：面向高度官能化的碳和杂环分子

  摘要：

  2-取代的薁衍生物（的有效合成3 - 6）从2-氧代完成2H -环庚[ b ]呋喃-3-羧酸乙酯1和它的衍生物2，而后者又是从容易得到的酚酮制备。化合物1和2被用来构造密集官能苯并[一个]薁和薁呋喃框架（16 - 25，29 - 34，37，38）。

  DOI：

  10.1016/j.tetlet.2012.07.040
• 作为产物：
  描述：

  ethyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate 在 盐酸 、 sodium hydroxide 、 silver nitrate 作用下， 反应 8.0h， 生成 Ethyl 8-ethoxy-2-oxo-2H-cycloheptafuran-3-carboxylate
  参考文献：
  名称：

  Formation and structure of 2-diazo-2,4-azulenequinone derivatives

  摘要：

  The diazotization of methyl (and ethyl) 2-amino-3-cyano-4-methoxy(and ethoxy)azulene-1-carboxylate (1-4) was examined to determine whether the products are 2-diazo-2,4-azulenequinone derivatives (B) or azulene-2-diazonium-1-carboxylate derivatives (C). Since diazotization of 1 and 2 gave the same diazo compound 5 and diazotization of both 3 and 4-gave diazo compound 6, the diazo compounds are deduced to not be azulene-2-diazonium-1-carboxylate derivatives (7 and 8), but rather to be 2-diazo-2,4-azulenequinone derivatives (5 and 6). The diazo carbons of both 5 and 6 show C-13 NMR signals at delta 66.3, and their carbonyl carbons resonate at 6 181.1, in good agreement with a 2-diazo-2,4-azulenequinone structure. The structures of diazo compounds 24 and 25, which we have previously reported,(1) are reexamined on the basis of the analysis of their C-13 NMR spectra. The contribution of a quinoid structure and a diazoazulenolate structure to 5, 6, 24, and 25 is discussed by comparison of their C-13 NMR spectral data with those of 4-diazo-2,5-cyclohexadien-1-one derivatives. It is concluded that the contribution of the quinoid structure is larger than that of the diazoazulenolate structure.

  DOI：

  10.1021/jo00123a031