(2'-OTBDMS)[UpA]p-dT | 1039429-60-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - （3'->5'）-二核苷酸和类似物
• 英文名称: (2'-OTBDMS)[UpA]p-dT
• 英文别名: [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-[tert-butyl(dimethyl)silyl]oxy-2-[[[(2R,3R,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(2,4-dioxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy-hydroxyphosphoryl]oxymethyl]oxolan-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate
• CAS: 1039429-60-1
• 化学式: C₄₁H₆₅N₉O₁₉P₂Si₂
• 分子量: 1106.13
• InChiKey: KANBDCGTWVKXIB-DEICUEAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  73
• 可旋转键数：
  20
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  367
• 氢给体数：
  7
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-2-(hydroxymethyl)-4-[tri(propan-2-yl)silyloxymethoxy]oxolan-3-yl]oxy-hydroxyphosphoryl]oxymethyl]-4-[tri(propan-2-yl)silyloxymethoxy]oxolan-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate 在 氨 、 水 作用下， 反应 12.0h， 生成 (2'-OTBDMS)[UpA]p-dT
  参考文献：
  名称：

  O-Selective Condensation Using P−N Bond Cleavage in RNA Synthesis without Base Protection

  摘要：

  In RNA synthesis without base protection, a new method for O-selective condensation with more than 99% selectivity was developed by 6-nitro-HOBt-mediated cleavage of undesired P(III)-N bonds on nucleobase moieties. Moreover, we for the first time succeeded in synthesizing oligoRNAs without base protection.

  DOI：

  10.1021/ol800911b