ethyl 2-([2-{(benzyloxycarbonyl)(methyl)amino}-4,7-dimethoxyindan-2-carbonyl]amino)-4,7-dimethoxyindan-2-carboxylate | 868708-00-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-([2-{(benzyloxycarbonyl)(methyl)amino}-4,7-dimethoxyindan-2-carbonyl]amino)-4,7-dimethoxyindan-2-carboxylate
• 英文别名: Ethyl 2-[[4,7-dimethoxy-2-[methyl(phenylmethoxycarbonyl)amino]-1,3-dihydroindene-2-carbonyl]amino]-4,7-dimethoxy-1,3-dihydroindene-2-carboxylate
• CAS: 868708-00-3
• 化学式: C₃₅H₄₀N₂O₉
• 分子量: 632.711
• InChiKey: HBOGOVVYMDFMCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 2-([2-{(benzyloxycarbonyl)(methyl)amino}-4,7-dimethoxyindan-2-carbonyl]amino)-4,7-dimethoxyindan-2-carboxylate 在 palladium on activated charcoal 环己烯 作用下， 以 乙醇 为溶剂， 反应 0.67h， 以147 mg的产率得到2-[(4,7-Dimethoxy-2-methylamino-indane-2-carbonyl)-amino]-4,7-dimethoxy-indan-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Organic Crystal Engineering with 1,4-Piperazine-2,5-diones. 6. Studies of the Hydrogen-Bond Association of Cyclo[(2-methylamino-4,7-dimethoxyindan-2-carboxylic acid)(2-amino-4,7-dimethoxyindan-2-carboxylic acid)]

  摘要：

  [GRPAHIC]The title 1,4-piperazine-2,5-dione was synthesized in 23% yield over six steps from ethyl 2-amino4,7-dimethoxyindan-2-carboxylate. Crystallization by slow diffusion of ether into a chloroform solution and by slow evaporation of an ethanol-chloroform-benzene solution produced polymorphic crystalline forms as determined by single-crystal X-ray analysis. The polymorphs exhibited different hydrogen-bonding networks. The association of this piperazinedione in solution was studied using mass spectrometric and nuclear magnetic resonance spectroscopic techniques. The MS and NMR data were interpreted using the solid-state structures as models for solution aggregation. Association constants extracted from the NMR data are in line with those of other cyclic cis amides in chloroform solvent.

  DOI：

  10.1021/jo0509096
• 作为产物：
  描述：

  苄氧甲酸酐 在 氢氧化钾 、 sodium hydride 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 59.33h， 生成 ethyl 2-([2-{(benzyloxycarbonyl)(methyl)amino}-4,7-dimethoxyindan-2-carbonyl]amino)-4,7-dimethoxyindan-2-carboxylate
  参考文献：
  名称：

  Organic Crystal Engineering with 1,4-Piperazine-2,5-diones. 6. Studies of the Hydrogen-Bond Association of Cyclo[(2-methylamino-4,7-dimethoxyindan-2-carboxylic acid)(2-amino-4,7-dimethoxyindan-2-carboxylic acid)]

  摘要：

  [GRPAHIC]The title 1,4-piperazine-2,5-dione was synthesized in 23% yield over six steps from ethyl 2-amino4,7-dimethoxyindan-2-carboxylate. Crystallization by slow diffusion of ether into a chloroform solution and by slow evaporation of an ethanol-chloroform-benzene solution produced polymorphic crystalline forms as determined by single-crystal X-ray analysis. The polymorphs exhibited different hydrogen-bonding networks. The association of this piperazinedione in solution was studied using mass spectrometric and nuclear magnetic resonance spectroscopic techniques. The MS and NMR data were interpreted using the solid-state structures as models for solution aggregation. Association constants extracted from the NMR data are in line with those of other cyclic cis amides in chloroform solvent.

  DOI：

  10.1021/jo0509096

文献信息

• Organic Crystal Engineering with 1,4-Piperazine-2,5-diones. 6. Studies of the Hydrogen-Bond Association of Cyclo[(2-methylamino-4,7-dimethoxyindan-2-carboxylic acid)(2-amino-4,7-dimethoxyindan-2-carboxylic acid)]
  作者：Robin A. Weatherhead-Kloster、Hugh D. Selby、Walter B. Miller、Eugene A. Mash

  DOI：10.1021/jo0509096

  日期：2005.10.1

  [GRPAHIC]The title 1,4-piperazine-2,5-dione was synthesized in 23% yield over six steps from ethyl 2-amino4,7-dimethoxyindan-2-carboxylate. Crystallization by slow diffusion of ether into a chloroform solution and by slow evaporation of an ethanol-chloroform-benzene solution produced polymorphic crystalline forms as determined by single-crystal X-ray analysis. The polymorphs exhibited different hydrogen-bonding networks. The association of this piperazinedione in solution was studied using mass spectrometric and nuclear magnetic resonance spectroscopic techniques. The MS and NMR data were interpreted using the solid-state structures as models for solution aggregation. Association constants extracted from the NMR data are in line with those of other cyclic cis amides in chloroform solvent.