15-carbethoxy-16,17-dioxo-12,12-dimethyl-13-aza-1,3,5(10),6,8(9),14-hexaene | 220598-57-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 15-carbethoxy-16,17-dioxo-12,12-dimethyl-13-aza-1,3,5(10),6,8(9),14-hexaene
• 英文别名: 6,6-Dimethyl-8,9-dioxo-5,6,8,9-tetrahydro-benzo[f]pyrrolo[2,1-a]isoquinoline-10-carboxylic acid ethyl ester；ethyl 11,11-dimethyl-1,2-dioxo-10H-naphtho[1,2-g]indolizine-3-carboxylate
• CAS: 220598-57-2
• 化学式: C₂₁H₁₉NO₄
• 分子量: 349.386
• InChiKey: ROEZPYLDSODIHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  15-carbethoxy-16,17-dioxo-12,12-dimethyl-13-aza-1,3,5(10),6,8(9),14-hexaene 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 以51%的产率得到(E)-5-{2,2-dimethyl-2,3-dihydrobenzo[f]isoquinoline-4(1H)-ylidene}isoxazine-3,4,6-trione
  参考文献：
  名称：

  Reactions of ethyl 6,6-dialkyl-8,9-dioxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-a]isoquinoline-10-carboxylates with N-nucleophiles

  摘要：

  Reaction of enaminoesters, derivatives of 2,2-dialkyl-1,2,3,4-tetrahydrobenzo[f]isoquinoline, with oxalyl chloride leads to the formation of ethyl 6,6-dialkyl-8,9-dioxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-a]-isoquinoline-10-carboxylates. At reaction of the latter with ammonia and cyclic amines opening of pyrroledione cycle occurs and the formation of enaminoketoamides, and the reaction with o-phenylenediamine furnishes a fragment of benzimidazole. Hydroxylamine behaves as binucleophile and attacks not only lactam, but also the ester group, affording heterocyclic system of isoxazine-3,4,6-trione.

  DOI：

  10.1134/s1070428017080103
• 作为产物：
  描述：

  草酰氯 、 [2,2-Dimethyl-2,3-dihydro-1H-benzo[f]isoquinolin-(4Z)-ylidene]-acetic acid ethyl ester 在 三乙胺 作用下， 生成 15-carbethoxy-16,17-dioxo-12,12-dimethyl-13-aza-1,3,5(10),6,8(9),14-hexaene
  参考文献：
  名称：

  Reactions of ethyl 6,6-dialkyl-8,9-dioxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-a]isoquinoline-10-carboxylates with N-nucleophiles

  摘要：

  Reaction of enaminoesters, derivatives of 2,2-dialkyl-1,2,3,4-tetrahydrobenzo[f]isoquinoline, with oxalyl chloride leads to the formation of ethyl 6,6-dialkyl-8,9-dioxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-a]-isoquinoline-10-carboxylates. At reaction of the latter with ammonia and cyclic amines opening of pyrroledione cycle occurs and the formation of enaminoketoamides, and the reaction with o-phenylenediamine furnishes a fragment of benzimidazole. Hydroxylamine behaves as binucleophile and attacks not only lactam, but also the ester group, affording heterocyclic system of isoxazine-3,4,6-trione.

  DOI：

  10.1134/s1070428017080103

文献信息

• Allylboration of isatin and 2,3-dioxopyrrolo[2,1-a]isoquinolines
  作者：A. G. Mikhailovskii、A. V. Ignatenko、Yu. N. Bubnov

  DOI：10.1007/bf02251683

  日期：1998.7