carbonic acid 7,8-didehydro-1,2:5,6-dibenzocyclooctene-3-yl ester (6'-((tertbutyldiphenylsilyl)oxy) hexyl)-1'-amide | 1257084-29-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: carbonic acid 7,8-didehydro-1,2:5,6-dibenzocyclooctene-3-yl ester (6'-((tertbutyldiphenylsilyl)oxy) hexyl)-1'-amide
• CAS: 1257084-29-9
• 化学式: C₃₉H₄₃NO₃Si
• 分子量: 601.861
• InChiKey: URJYKIHQMAJNCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.55
• 重原子数：
  44.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  carbonic acid 7,8-didehydro-1,2:5,6-dibenzocyclooctene-3-yl ester (6'-((tertbutyldiphenylsilyl)oxy) hexyl)-1'-amide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以79%的产率得到carbonic acid 7,8-didehydro-1,2:5,6-dibenzocyclooctene-3-yl ester ((6'-hydroxy)hexyl)-1'-amide
  参考文献：
  名称：

  Synthesis of Oligoribonucleic Acid Conjugates Using a Cyclooctyne Phosphoramidite

  摘要：

  The conjugation of a ribonucleic acid 16-mer with the cationic amphiphilic peptide penetratin and an anionic hyaluronan tetrasaccharide by means of Cu-free "click" chemistry is reported. The alkyne-functionalized 16-mer was prepared by automated solid-phase synthesis, using a newly developed strained cyclooctyne phosphoramidite in the final coupling. Cycloaddition of the alkyne functionalized RNA to the azide containing biomolecules led to a clean conversion into the corresponding nucleic acid conjugates.

  DOI：

  10.1021/ol102357u
• 作为产物：
  描述：

  11,12-didehydro-5,6-dihydrodibenzo[a,e]cycloocten-5-yl carbonic acid 4-nitrophenyl ester 、 6-tertbutyl-diphenylsilanyloxy-hexylamine 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以2.37 g的产率得到carbonic acid 7,8-didehydro-1,2:5,6-dibenzocyclooctene-3-yl ester (6'-((tertbutyldiphenylsilyl)oxy) hexyl)-1'-amide
  参考文献：
  名称：

  Synthesis of Oligoribonucleic Acid Conjugates Using a Cyclooctyne Phosphoramidite

  摘要：

  The conjugation of a ribonucleic acid 16-mer with the cationic amphiphilic peptide penetratin and an anionic hyaluronan tetrasaccharide by means of Cu-free "click" chemistry is reported. The alkyne-functionalized 16-mer was prepared by automated solid-phase synthesis, using a newly developed strained cyclooctyne phosphoramidite in the final coupling. Cycloaddition of the alkyne functionalized RNA to the azide containing biomolecules led to a clean conversion into the corresponding nucleic acid conjugates.

  DOI：

  10.1021/ol102357u