(2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl methyl (4-nitrophenyl) phosphite | 1186079-75-3

• 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: (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl methyl (4-nitrophenyl) phosphite
• CAS: 1186079-75-3
• 化学式: C₃₈H₃₇N₆O₁₀P
• 分子量: 768.72
• InChiKey: WBGLCPMCGGCYIZ-YUAQEYQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  55.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  197.34
• 氢给体数：
  2.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl methyl (4-nitrophenyl) phosphite 、 3'-O-acetylthymidine 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 以90%的产率得到
  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
• 作为产物：
  描述：

  O-methyl bis(O-4-nitrophenyl)phosphite 、 5-O-(4,4-二甲氧基三苯甲游基)-2-脱氧鸟苷 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 以95%的产率得到(2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl methyl (4-nitrophenyl) phosphite
  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