2-(1-(4-methoxybenzyl)-3-methyl-2-oxo-1,2,3,4,5,6-hexahydrobenzo[h]quinolin-9-yl)malonic acid diethyl ester | 709648-30-6

• 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-(1-(4-methoxybenzyl)-3-methyl-2-oxo-1,2,3,4,5,6-hexahydrobenzo[h]quinolin-9-yl)malonic acid diethyl ester
• CAS: 709648-30-6
• 化学式: C₂₉H₃₃NO₆
• 分子量: 491.584
• InChiKey: VNHIYTJRNHHYPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(1-(4-methoxybenzyl)-3-methyl-2-oxo-1,2,3,4,5,6-hexahydrobenzo[h]quinolin-9-yl)malonic acid diethyl ester 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 乙腈 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 99.0h， 生成 2-[(4aR,10bS)-1-(4-Methoxy-benzyl)-3-methyl-2-oxo-1,2,3,4,4a,5,6,10b-octahydro-benzo[h]quinolin-9-yl]-N-propyl-acetamide
  参考文献：
  名称：

  Synthesis and study of a heterocyclic receptor designed for carboxylic acids

  摘要：

  The synthesis of a tricyclic receptor having a bowl shape and three binding points for carboxylic acids has been achieved starting from readily available 1-tetralone derivatives according to two different methods. This host possesses a six-membered lactam moiety and a carboxamide at the end of a flexible arm. Association constant with benzoic acid and stoichiometry of the complex have been determined using H-1 NMR dilution experiments. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.03.045
• 作为产物：
  描述：

  7-溴-3,4-二氢萘-1(2H)-酮 在 氢氧化钾 、 copper(l) iodide 、 正丁基锂 、 正硅酸甲酯 、 叔丁基锂 、 sodium hydride 、 cesium fluoride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 13.5h， 生成 2-(1-(4-methoxybenzyl)-3-methyl-2-oxo-1,2,3,4,5,6-hexahydrobenzo[h]quinolin-9-yl)malonic acid diethyl ester
  参考文献：
  名称：

  Synthesis and study of a heterocyclic receptor designed for carboxylic acids

  摘要：

  The synthesis of a tricyclic receptor having a bowl shape and three binding points for carboxylic acids has been achieved starting from readily available 1-tetralone derivatives according to two different methods. This host possesses a six-membered lactam moiety and a carboxamide at the end of a flexible arm. Association constant with benzoic acid and stoichiometry of the complex have been determined using H-1 NMR dilution experiments. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.03.045

文献信息

• Synthesis of a heterocyclic receptor for carboxylic acids
  作者：Gregory Moore、Vincent Levacher、Jean Bourguignon、Georges Dupas

  DOI：10.1016/s0040-4039(00)01934-1

  日期：2001.1

  The synthesis of a tricyclic receptor having a bowl shape and three binding points for carboxylic acids has been achieved starting from readily available 1-tetralone derivatives. This host possesses a six-membered lactam moiety and a carboxamide at the end of a flexible arm. The association constant with benzoic acid and the stoichiometry of the complex have been determined using H-1 NMR dilution experiments. (C) 2000 Elsevier Science Ltd. All rights reserved.