ethyl 8-methoxy-3-methyl-1,2-dihydronaphthalene-1-carboxylate | 1242079-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 8-methoxy-3-methyl-1,2-dihydronaphthalene-1-carboxylate
• CAS: 1242079-60-2
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: YEGYHTKDHFGDQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 8-methoxy-3-methyl-1,2-dihydronaphthalene-1-carboxylate 在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 乙醚 、 水 为溶剂， 反应 4.0h， 以99%的产率得到8-methoxy-3-methyl-1,2-dihydronaphthalene-1-carboxylic acid
  参考文献：
  名称：

  Synthesis of the Isoquinocycline−Pyrrolopyrrole Substructure

  摘要：

  The synthesis of the pyrrolopyrrole substructure of the isoquinocyclines is reported. The pentacyclic (CDEFG) substructure of isoquinocycline A and B, which contains an unusual 2,4,5,6-tetrahydropyrrolo[2,3-b]pyrrole (FG) connected via an N,O-spiro acetal to the anthraquinoid core of the isoquinocycline aglycon has been synthesized. Key steps were a nickel(0)-mediated hydrocyanation of an alkynone, the conversion of an O,O-acetal into an N,O-acetal, and an intramolecular amidine alkylation.

  DOI：

  10.1021/ol101500k
• 作为产物：
  描述：

  ethyl 4-(1,3-dioxolane-2-yl)-2-(2-methoxyphenyl)pentanoate 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到ethyl 8-methoxy-3-methyl-1,2-dihydronaphthalene-1-carboxylate
  参考文献：
  名称：

  Synthesis of the Isoquinocycline−Pyrrolopyrrole Substructure

  摘要：

  The synthesis of the pyrrolopyrrole substructure of the isoquinocyclines is reported. The pentacyclic (CDEFG) substructure of isoquinocycline A and B, which contains an unusual 2,4,5,6-tetrahydropyrrolo[2,3-b]pyrrole (FG) connected via an N,O-spiro acetal to the anthraquinoid core of the isoquinocycline aglycon has been synthesized. Key steps were a nickel(0)-mediated hydrocyanation of an alkynone, the conversion of an O,O-acetal into an N,O-acetal, and an intramolecular amidine alkylation.

  DOI：

  10.1021/ol101500k

文献信息

• Synthesis of the Isoquinocycline−Pyrrolopyrrole Substructure
  作者：Jens Cordes、Klaus Harms、Ulrich Koert

  DOI：10.1021/ol101500k

  日期：2010.9.3

  The synthesis of the pyrrolopyrrole substructure of the isoquinocyclines is reported. The pentacyclic (CDEFG) substructure of isoquinocycline A and B, which contains an unusual 2,4,5,6-tetrahydropyrrolo[2,3-b]pyrrole (FG) connected via an N,O-spiro acetal to the anthraquinoid core of the isoquinocycline aglycon has been synthesized. Key steps were a nickel(0)-mediated hydrocyanation of an alkynone, the conversion of an O,O-acetal into an N,O-acetal, and an intramolecular amidine alkylation.