tert-butyl 1-((9-butoxy-1-oxo-6,7-dihydro-1H-dibenzo[a,e]cyclopropa[c][8]annulen-4-yl)oxy)-3,6,9,12-tetraoxapentadecan-15-oate | 1240410-54-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-butyl 1-((9-butoxy-1-oxo-6,7-dihydro-1H-dibenzo[a,e]cyclopropa[c][8]annulen-4-yl)oxy)-3,6,9,12-tetraoxapentadecan-15-oate
• CAS: 1240410-54-1
• 化学式: C₃₆H₄₈O₉
• 分子量: 624.772
• InChiKey: RRDHWDMCISXRNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.71
• 重原子数：
  45.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 tert-butyl 1-((9-butoxy-1-oxo-6,7-dihydro-1H-dibenzo[a,e]cyclopropa[c][8]annulen-4-yl)oxy)-3,6,9,12-tetraoxapentadecan-15-oate 在 三氟乙酸 、 1,2-二氯乙烷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以0.49 g的产率得到2,5-dioxopyrrolidin-1-yl 1-((9-butoxy-1-oxo-6,7-dihydro-1H-dibenzo[a,e]cyclopropa[c][8]annulen-4-yl)oxy)-3,6,9,12-tetraoxapentadecan-15-oate
  参考文献：
  名称：

  High Density Orthogonal Surface Immobilization via Photoactivated Copper-Free Click Chemistry

  摘要：

  Surfaces containing reactive ester polymer brushes were functionalized with cyclopropenone-masked dibenzocyclooctynes for the light activated immobilization of azides using catalyst-free click chemistry. The photodecarbonylation reaction in the amorphous brush layer is first order for the first 45 s with a rate constant of 0.022 s(-1). The catalyst-free cycloaddition of surface bound dibeznocyclooctynes proceeds rapidly in the presence of azides under ambient conditions. Photolithography using a shadow mask was used to demonstrate patterning with multiple azide containing molecules. This surface immobilization strategy provides a general and facile platform for the generation of multicomponent surfaces with spatially resolved chemical functionality.

  DOI：

  10.1021/ja105066t
• 作为产物：
  描述：

  4-butoxy-9-hydroxy-6,7-dihydro-1H-dibenzo[a,e]cyclopropa[c][8]annulen-1-one 、 PEG5-羧酸叔丁酯,HO-PEG4叔丁酯,1-羟基-3,6,9,12-四氧杂十五烷-15-酸叔丁酯 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 tert-butyl 1-((9-butoxy-1-oxo-6,7-dihydro-1H-dibenzo[a,e]cyclopropa[c][8]annulen-4-yl)oxy)-3,6,9,12-tetraoxapentadecan-15-oate
  参考文献：
  名称：

  High Density Orthogonal Surface Immobilization via Photoactivated Copper-Free Click Chemistry

  摘要：

  Surfaces containing reactive ester polymer brushes were functionalized with cyclopropenone-masked dibenzocyclooctynes for the light activated immobilization of azides using catalyst-free click chemistry. The photodecarbonylation reaction in the amorphous brush layer is first order for the first 45 s with a rate constant of 0.022 s(-1). The catalyst-free cycloaddition of surface bound dibeznocyclooctynes proceeds rapidly in the presence of azides under ambient conditions. Photolithography using a shadow mask was used to demonstrate patterning with multiple azide containing molecules. This surface immobilization strategy provides a general and facile platform for the generation of multicomponent surfaces with spatially resolved chemical functionality.

  DOI：

  10.1021/ja105066t