4-Pyren-1-yl-butyric acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(2-diazo-3,3,3-trifluoro-propionyloxy)-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester | 213546-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4-Pyren-1-yl-butyric acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(2-diazo-3,3,3-trifluoro-propionyloxy)-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester
• 英文别名: 2-diazonio-1-[[(1S,2S,6R,10S,11R,13S,14R,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-(4-pyren-1-ylbutanoyloxy)-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]oxy]-3,3,3-trifluoroprop-1-en-1-olate
• CAS: 213546-58-8
• 化学式: C₄₃H₄₁F₃N₂O₈
• 分子量: 770.802
• InChiKey: HOYSXVSROSBJOY-AXLWAKNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  56
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  165
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4-Pyren-1-yl-butyric acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(2-diazo-3,3,3-trifluoro-propionyloxy)-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester 在 N-甲基吲哚酮 、 四丙基高钌酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以70%的产率得到4-Pyren-1-yl-butyric acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(2-diazo-3,3,3-trifluoro-propionyloxy)-3-formyl-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester
  参考文献：
  名称：

  Photoaffinity labeling of PKC isozymes by phorbol ester derivatives

  摘要：

  Photoaffinity probes PPDA and PPTD, which have diazoacetyl and trifluorodiazopropionyl group at C-13 position in phorbol, respectively, were synthesized. Photoaffinity labeling of protein kinase C isozymes by both the probes resulted in specific cross-linking. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00068-6
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 苯甲醚 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 4-Pyren-1-yl-butyric acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(2-diazo-3,3,3-trifluoro-propionyloxy)-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester
  参考文献：
  名称：

  Photoaffinity labeling of PKC isozymes by phorbol ester derivatives

  摘要：

  Photoaffinity probes PPDA and PPTD, which have diazoacetyl and trifluorodiazopropionyl group at C-13 position in phorbol, respectively, were synthesized. Photoaffinity labeling of protein kinase C isozymes by both the probes resulted in specific cross-linking. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00068-6