7-(tert-Butyl-diphenyl-silanyloxy)-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromene-3-carboxylic acid benzyl ester | 265325-03-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(tert-Butyl-diphenyl-silanyloxy)-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromene-3-carboxylic acid benzyl ester
• 英文别名: benzyl 7-[tert-butyl(diphenyl)silyl]oxy-8-methyl-4-(4-methylphenyl)sulfonyloxy-2-oxochromene-3-carboxylate
• CAS: 265325-03-9
• 化学式: C₄₁H₃₈O₈SSi
• 分子量: 718.899
• InChiKey: BYKTXEHMMCSTLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.47
• 重原子数：
  51
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-(tert-Butyl-diphenyl-silanyloxy)-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromene-3-carboxylic acid benzyl ester 在 potassium fluoride 、 氢氟酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以97%的产率得到7-Hydroxy-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromene-3-carboxylic acid benzyl ester
  参考文献：
  名称：

  Tosylates in palladium-catalysed coupling reactions. Application to the synthesis of arylcoumarin inhibitors of gyrase B

  摘要：

  The palladium-catalysed coupling reaction between tosylate derivatives and organostannanes has been investigated as a methodology for carbon-carbon bond formation. Aryl substituents have been successfully incorporated even in highly functionalised coumarin structures to afford new analogues of the antibiotic novobiocin. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02351-5
• 作为产物：
  描述：

  7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-4-hydroxy-8-methyl-2H-1-benzopyran-2-one 在 4-二甲氨基吡啶 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 7-(tert-Butyl-diphenyl-silanyloxy)-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromene-3-carboxylic acid benzyl ester
  参考文献：
  名称：

  Tosylates in palladium-catalysed coupling reactions. Application to the synthesis of arylcoumarin inhibitors of gyrase B

  摘要：

  The palladium-catalysed coupling reaction between tosylate derivatives and organostannanes has been investigated as a methodology for carbon-carbon bond formation. Aryl substituents have been successfully incorporated even in highly functionalised coumarin structures to afford new analogues of the antibiotic novobiocin. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02351-5