N,N-Dibutyl-N'-{9-[(2R,4S,5R)-4-hydroxy-5-({[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-formamidine | 669083-47-0

• 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,N-Dibutyl-N'-{9-[(2R,4S,5R)-4-hydroxy-5-({[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-formamidine
• CAS: 669083-47-0
• 化学式: C₃₉H₄₇N₇O₄
• 分子量: 677.847
• InChiKey: BJMHGKWLTUCQNN-LBFZIJHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  50.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  129.89
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  双(二异丙基氨基)(2-氰基乙氧基)膦 、 N,N-Dibutyl-N'-{9-[(2R,4S,5R)-4-hydroxy-5-({[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-formamidine 以83%的产率得到Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3S,5R)-5-[2-(dibutylamino-methyleneamino)-6-oxo-1,6-dihydro-purin-9-yl]-2-({[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis of a formamidine-protected 5′-amino-2′,5′-dideoxyguanosine phosphoramidite and preparation of 5′-acylamidooligonucleotides

  摘要：

  A 5'-amino-2',5'-dideoxyguanosine phosphoramidite building block for DNA synthesis was prepared from 2-N-(dibutylformamidino)-2'-deoxyguanosine in four steps and 68% overall yield. Two of the three steps of the conversion from the 5'-alcohol to the monomethoxytritylamine were performed in the same flask. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.003
• 作为产物：
  描述：

  N,N-Dibutyl-N'-{9-[(2R,4S,5R)-4-hydroxy-5-(4,5,6,7-tetrachloro-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-formamidine 在 4-二甲氨基吡啶 、 乙二胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 N,N-Dibutyl-N'-{9-[(2R,4S,5R)-4-hydroxy-5-({[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-formamidine
  参考文献：
  名称：

  Synthesis of a formamidine-protected 5′-amino-2′,5′-dideoxyguanosine phosphoramidite and preparation of 5′-acylamidooligonucleotides

  摘要：

  A 5'-amino-2',5'-dideoxyguanosine phosphoramidite building block for DNA synthesis was prepared from 2-N-(dibutylformamidino)-2'-deoxyguanosine in four steps and 68% overall yield. Two of the three steps of the conversion from the 5'-alcohol to the monomethoxytritylamine were performed in the same flask. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.003