2,3-bis(1-methylethoxy)cyclopenta[b]quinolin-1-ol | 1038778-68-5

• 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: 2,3-bis(1-methylethoxy)cyclopenta[b]quinolin-1-ol
• 英文别名: 2,3-di(propan-2-yloxy)-1H-cyclopenta[b]quinolin-1-ol
• CAS: 1038778-68-5
• 化学式: C₁₈H₂₁NO₃
• 分子量: 299.37
• InChiKey: MMZAUJRSDDATON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  51.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-bis(1-methylethoxy)cyclopenta[b]quinolin-1-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以84%的产率得到2,3-bis(1-methylethoxy)cyclopenta[b]quinolin-1-ol
  参考文献：
  名称：

  A novel entry to cyclopenta[b]quinolines via thermal ring-expansion of (2-aminophenyl)-ethynyl-substituted squaric acid derivatives

  摘要：

  Substituted cyclopenta[b]quinolin-1-ones were prepared by thermal ring-expansion of substituted N-Boc protected 4-(2-aminophenylethynyl)-4-hydroxy-2-cyclobuten-1-ones forming the corresponding 2-aminophenylmethylidene substituted 4-cyclopentene-1,3-diones. Deprotection of the amine resulted in spontaneous condensation giving cyclopenta[b]quinolin-1-ones. Sodium borohydride reduction of these products produced cyclopenta[b]quinolin-1-ols. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.025

文献信息

• A novel entry to cyclopenta[b]quinolines via thermal ring-expansion of (2-aminophenyl)-ethynyl-substituted squaric acid derivatives
  作者：Peter S. Zehr、Reem Kayali、Eduardo Peña-Cabrera、Omar Robles-Resendiz、Alma D. Villanueva-Rendon、Björn C.G. Söderberg

  DOI：10.1016/j.tet.2008.03.025

  日期：2008.5

  Substituted cyclopenta[b]quinolin-1-ones were prepared by thermal ring-expansion of substituted N-Boc protected 4-(2-aminophenylethynyl)-4-hydroxy-2-cyclobuten-1-ones forming the corresponding 2-aminophenylmethylidene substituted 4-cyclopentene-1,3-diones. Deprotection of the amine resulted in spontaneous condensation giving cyclopenta[b]quinolin-1-ones. Sodium borohydride reduction of these products produced cyclopenta[b]quinolin-1-ols. (C) 2008 Elsevier Ltd. All rights reserved.