2'-O-tert-butyloxycarbonyl-5'-O-(4,4'-dimethxoytrityl)-uridine | 132055-16-4

• 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: 2'-O-tert-butyloxycarbonyl-5'-O-(4,4'-dimethxoytrityl)-uridine
• 英文别名: [(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-2-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-3-yl] tert-butyl carbonate
• CAS: 132055-16-4
• 化学式: C₃₅H₃₈N₂O₁₀
• 分子量: 646.694
• InChiKey: MDQZVBMRYXSCCE-PMFUCWTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  47
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  142
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2'-O-tert-butyloxycarbonyl-5'-O-(4,4'-dimethxoytrityl)-uridine 在 吡啶 、 N-甲基咪唑 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  The tert.-Butyloxycarbonyl-(Boc) Group, a Suitable 2?-OH-Protecting Group in Oligoribonucleotide Solid-Phase Synthesis

  摘要：

  The solid-phase synthesis of the dodecaribonucleotide ACCACUAAAGCG is described using the tert. butyloxycarbonyl (Boc) as 2'-OH-protecting group. The synthesis was carried out on a filter disc support Whatman 3 MM by the phosphotriester method. Under these conditions, the 2'-OH-Boc-group proved to be absolutely stable. Moreover, it is quantitatively and selectively removable by 4n HCl/dioxane. Thus, the group renders to be an excellent persistent 2'-OH-protection in ribonucleotide synthesis.

  DOI：

  10.1002/prac.19943360308
• 作为产物：
  描述：

  3',5'-Di-O-acetyl-uridin 在 吡啶 、 氨 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 2'-O-tert-butyloxycarbonyl-5'-O-(4,4'-dimethxoytrityl)-uridine
  参考文献：
  名称：

  A Convenient Pathway to 2?-(tert-Butyloxycarbonyl)ribonucleosides

  摘要：

  DOI：

  10.1002/prac.19923340616

文献信息

• Synthese von 2′-(<i>tert</i>-Butyloxycarbonyl)ribonucleosiden
  作者：Günter Losse、Gabriele Süptitz

  DOI：10.1055/s-1990-27087

  日期：——

  Synthesis of 2′-(tert-butyloxycarbonyl)ribonucleosides A method for the introduction of the tert-butyloxycarbonyl-group (Boc) preferentially into the 2′-OH position of the ribonucleosides cytidine, uridine, adenosine and guanosine is described, resulting in derivatives especially applicable for ribonucleotide synthesis.

  2′-(叔丁氧羰基)核糖核苷的合成 描述了一种将叔丁氧羰基（Boc）优先引入胞苷、尿苷、腺苷和鸟苷核糖核苷的2′-OH位置的方法，所得衍生物特别适用于核糖核苷酸的合成。
• LOSSE, GUNTER;SUPTITZ, GABRIELE, SYNTHESIS,(1990) N1, C. 1035-1036
  作者：LOSSE, GUNTER、SUPTITZ, GABRIELE

  DOI：——

  日期：——
• The tert.-Butyloxycarbonyl-(Boc) Group, a Suitable 2?-OH-Protecting Group in Oligoribonucleotide Solid-Phase Synthesis
  作者：G�nter Losse、Wolfgang Naumann、Andrea Winkler、Gabriele S�ptitz

  DOI：10.1002/prac.19943360308

  日期：——

  The solid-phase synthesis of the dodecaribonucleotide ACCACUAAAGCG is described using the tert. butyloxycarbonyl (Boc) as 2'-OH-protecting group. The synthesis was carried out on a filter disc support Whatman 3 MM by the phosphotriester method. Under these conditions, the 2'-OH-Boc-group proved to be absolutely stable. Moreover, it is quantitatively and selectively removable by 4n HCl/dioxane. Thus, the group renders to be an excellent persistent 2'-OH-protection in ribonucleotide synthesis.
• A Convenient Pathway to 2?-(tert-Butyloxycarbonyl)ribonucleosides
  作者：G�nter Losse、Gabriele S�ptitz、Kathrin Krusche

  DOI：10.1002/prac.19923340616

  日期：——