tert-butyl 2-[22-bromo-11-hydroxy-18-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaen-7-yl]acetate | 865434-25-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: tert-butyl 2-[22-bromo-11-hydroxy-18-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaen-7-yl]acetate
• CAS: 865434-25-9
• 化学式: C₃₆H₂₉BrN₂O₉
• 分子量: 713.538
• InChiKey: GLCLSHVBCFORJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  48.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  147.59
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-[22-bromo-11-hydroxy-18-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaen-7-yl]acetate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到(5-Bromo-9-carboxymethyl-12-hydroxy-1,3,8,10-tetraoxo-3,8,9,10-tetrahydro-1H-anthra[2,1,9-def;6,5,10-d'e'f']diisoquinolin-2-yl)-acetic acid
  参考文献：
  名称：

  Modulation of internal charge transfer (ICT) in a bay region hydroxylated perylenediimide (PDI) chromophore: a chromogenic chemosensor for pH

  摘要：

  A novel perylenediimide derivative which has a bay region hydroxyl function behaves as a pH-sensitive dye. The deprotonation of the aryl-OH yields a green solution with a lambda(max) x of 692 nm and this deprotonated form has strong internal charge transfer characteristics. On reprotonation in acidic solutions, the typical PDI absorbance spectrum is restored. The experimentally determined pK(a) (7.45) is very close to physiological pH, therefore the most significant changes in color take place in the vicinity of this pH value. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.122
• 作为产物：
  描述：

  1,7-二溴-3,4,9,10-苝四羧基双酐 在 N-甲基哌嗪 、 水 、 三乙胺 作用下， 以 N-甲基吡咯烷酮 、 水 、 正丁醇 为溶剂， 反应 42.0h， 生成 tert-butyl 2-[22-bromo-11-hydroxy-18-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaen-7-yl]acetate
  参考文献：
  名称：

  Modulation of internal charge transfer (ICT) in a bay region hydroxylated perylenediimide (PDI) chromophore: a chromogenic chemosensor for pH

  摘要：

  A novel perylenediimide derivative which has a bay region hydroxyl function behaves as a pH-sensitive dye. The deprotonation of the aryl-OH yields a green solution with a lambda(max) x of 692 nm and this deprotonated form has strong internal charge transfer characteristics. On reprotonation in acidic solutions, the typical PDI absorbance spectrum is restored. The experimentally determined pK(a) (7.45) is very close to physiological pH, therefore the most significant changes in color take place in the vicinity of this pH value. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.122