1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[fluoro(methoxy)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione | 1186079-85-5

• 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-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[fluoro(methoxy)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 1186079-85-5
• 化学式: C₃₂H₃₄FN₂O₈P
• 分子量: 624.603
• InChiKey: LEZLEWKNAVPBSG-VBALQNMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  44
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] O-methyl (O-4-nitrophenyl)-phosphate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以95%的产率得到1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[fluoro(methoxy)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  O-Methyl-bis-O-(4-nitrophenyl)phosphite: a novel chemoselective O-phosphitylating reagent

  摘要：

  A novel chemoselective O-phosphitylating reagent containing two aryloxy leaving groups at a P(III) center is developed for selective formation of P(Ill) esters from amino alcohols without the need to protect the amino group. The reagent proved to be highly convenient for the synthesis of dinucleotides, P(III)-F structures, and cyclic P(III) nucleotides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.102

文献信息

• O-Methyl-bis-O-(4-nitrophenyl)phosphite: a novel chemoselective O-phosphitylating reagent
  作者：Wojciech Dabkowski、Łucja Kazimierczak

  DOI：10.1016/j.tetlet.2009.06.102

  日期：2009.9

  A novel chemoselective O-phosphitylating reagent containing two aryloxy leaving groups at a P(III) center is developed for selective formation of P(Ill) esters from amino alcohols without the need to protect the amino group. The reagent proved to be highly convenient for the synthesis of dinucleotides, P(III)-F structures, and cyclic P(III) nucleotides. (C) 2009 Elsevier Ltd. All rights reserved.