N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[methyl(methylselanyl)phosphoryl]oxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide | 160971-79-9

• 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: N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[methyl(methylselanyl)phosphoryl]oxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
• CAS: 160971-79-9
• 化学式: C₃₇H₄₂N₅O₈PSe
• 分子量: 794.703
• InChiKey: SUFVQPMSPSTCBE-OVGCUIDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.99
• 重原子数：
  52
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  152
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[methyl(methylselanyl)phosphoryl]oxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide 在 silver fluoride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 水 、 乙腈 为溶剂， 反应 0.41h， 生成 [(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-[2-(2-methylpropanoylamino)-6-oxo-1H-purin-9-yl]oxolan-3-yl]oxy-methylphosphoryl]oxymethyl]oxolan-3-yl] acetate
  参考文献：
  名称：

  New Approach to the Synthesis of Oligo(nucleoside methanephosphonate)s¹

  摘要：

  new method of preparation of 5'-O-DMT-(N-protected) nucleoside 3'-O-(methanephosphonofluoridates) 2 and their phosphonylating properties toward alcohols, in particular the 5'-hydroxyl groups of nucleosides (or nucleotides), is presented. Preparation of dinucleoside (3',5')-methanephosphonates 3 in solution and solid-phase synthesis of Me-Oligo 6 demonstrate the potential use of 2 as monomers.

  DOI：

  10.1021/jo951333v
• 作为产物：
  描述：

  、 碘甲烷 以 二氯甲烷 为溶剂， 生成 N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[methyl(methylselanyl)phosphoryl]oxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide 、 N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[methyl(methylselanyl)phosphoryl]oxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
  参考文献：
  名称：

  New Stereospecific Method of Synthesis of [Sp]- and [Rp]-Dinucleoside-(3',5') Methanephosphonates

  摘要：

  Using a stereoretentive reaction between diastereomerically pure 5'-O-DMT-(N-protected) nucleoside 3'-O-(Se-methyl methanephosphonoselenolate)s and 3'-O-acetyl-(N-protected) nucleosides, diastereomerically pure dinucleoside-(3',5') methanephosphonates as well as ''all-Rp'' and ''all-Sp'' trimers, tetramers, and pentamers were synthesized.

  DOI：

  10.1021/jo00099a001