1-O-(4,4'-dimethoxytrityl)-2-(4-bromobutoxymethyl)-2-methyl-1,3-propanediol | 1185888-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-O-(4,4'-dimethoxytrityl)-2-(4-bromobutoxymethyl)-2-methyl-1,3-propanediol
• 英文别名: 2-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-(4-bromobutoxy)-2-methylpropan-1-ol
• CAS: 1185888-42-9
• 化学式: C₃₀H₃₇BrO₅
• 分子量: 557.525
• InChiKey: WZDVXULFOHEVNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-O-(4,4'-dimethoxytrityl)-2-(4-bromobutoxymethyl)-2-methyl-1,3-propanediol 在 N,N,N',N'-四甲基胍叠氮化物 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以74%的产率得到1-O-(4,4'-dimethoxytrityl)-2-(4-azidobutoxymethyl)-2-methyl-1,3-propanediol
  参考文献：
  名称：

  Azide Solid Support for 3′-Conjugation of Oligonucleotides and Their Circularization by Click Chemistry

  摘要：

  A solid support bearing an azido linker was used to synthesize a 3'-azido-alkyl-oligonucleotide by phosphoramidite chemistry. The resulting oligonucleotide was either conjugated by 1,3-dipolar cycloaddition on solid support or in solution with mannose-propargyl derivative and in solution with dansyl propargyl. Besides, after introduction of an alkyne function at the 5'-end, the resulting oligonucleotide hearing both 3'-azide and 5'-alkyne functions was circularized.

  DOI：

  10.1021/jo9014563
• 作为产物：
  描述：

  1,4-二溴丁烷 、 2-[(4,4’-dimethoxytrityl)oxymethyl]-2-methylpropane-1,3-diol 在 sodium hydride 、 sodium iodide 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 以64%的产率得到1-O-(4,4'-dimethoxytrityl)-2-(4-bromobutoxymethyl)-2-methyl-1,3-propanediol
  参考文献：
  名称：

  Azide Solid Support for 3′-Conjugation of Oligonucleotides and Their Circularization by Click Chemistry

  摘要：

  A solid support bearing an azido linker was used to synthesize a 3'-azido-alkyl-oligonucleotide by phosphoramidite chemistry. The resulting oligonucleotide was either conjugated by 1,3-dipolar cycloaddition on solid support or in solution with mannose-propargyl derivative and in solution with dansyl propargyl. Besides, after introduction of an alkyne function at the 5'-end, the resulting oligonucleotide hearing both 3'-azide and 5'-alkyne functions was circularized.

  DOI：

  10.1021/jo9014563

文献信息

• Azide Solid Support for 3′-Conjugation of Oligonucleotides and Their Circularization by Click Chemistry
  作者：Gwladys Pourceau、Albert Meyer、Jean-Jacques Vasseur、François Morvan

  DOI：10.1021/jo9014563

  日期：2009.9.4

  A solid support bearing an azido linker was used to synthesize a 3'-azido-alkyl-oligonucleotide by phosphoramidite chemistry. The resulting oligonucleotide was either conjugated by 1,3-dipolar cycloaddition on solid support or in solution with mannose-propargyl derivative and in solution with dansyl propargyl. Besides, after introduction of an alkyne function at the 5'-end, the resulting oligonucleotide hearing both 3'-azide and 5'-alkyne functions was circularized.