2-[(2S)-3-(4-hydroxyphenyl)-1-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]-1,3-dioxobenzo[de]isoquinoline-6,7-dicarboxylic acid | 1283599-57-4

• 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: 2-[(2S)-3-(4-hydroxyphenyl)-1-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]-1,3-dioxobenzo[de]isoquinoline-6,7-dicarboxylic acid
• CAS: 1283599-57-4
• 化学式: C₂₇H₂₃NO₉
• 分子量: 505.481
• InChiKey: VCODJHCWKFYJGA-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  159
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,4,5,8-萘四甲酸酐 、 L-tyrosine tert-butyl ester hydrochloride 在 三乙胺 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 0.16h， 生成 tert-butyl (2S)-3-(4-hydroxyphenyl)-2-(5,7,12,14-tetraoxo-6-oxa-13-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-13-yl)propanoate 、 2-[(2S)-3-(4-hydroxyphenyl)-1-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]-1,3-dioxobenzo[de]isoquinoline-6,7-dicarboxylic acid 、 tert-butyl (2S)-3-(4-hydroxyphenyl)-2-[13-[(2S)-3-(4-hydroxyphenyl)-1-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl]propanoate
  参考文献：
  名称：

  Microwave-Assisted Synthesis of Naphthalenemonoimides and N-Desymmetrized Naphthalenediimides

  摘要：

  Naphthalenemonoimides and N-desymmetrized naphthalenediimides were synthesized using a stepwise microwave-assisted protocol. The steric and electronic properties of aliphatic amines determined the outcome of the reactions, while in the amino acid series their ability to solubilize the naphthalene dianhydride starting material was crucial. Molecular modeling was used to rationalize the observed selectivity.

  DOI：

  10.1021/jo200177s

文献信息

• Microwave-Assisted Synthesis of Naphthalenemonoimides and N-Desymmetrized Naphthalenediimides
  作者：Koujiro Tambara、Nandhini Ponnuswamy、Gunther Hennrich、G. Dan Pantoş

  DOI：10.1021/jo200177s

  日期：2011.5.6

  Naphthalenemonoimides and N-desymmetrized naphthalenediimides were synthesized using a stepwise microwave-assisted protocol. The steric and electronic properties of aliphatic amines determined the outcome of the reactions, while in the amino acid series their ability to solubilize the naphthalene dianhydride starting material was crucial. Molecular modeling was used to rationalize the observed selectivity.