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 | 669083-46-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 2 '，5'-二脱氧核苷
• 英文名称: 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
• CAS: 669083-46-9
• 化学式: C₂₇H₂₉Cl₄N₇O₅
• 分子量: 673.383
• InChiKey: NGUKJDUECZIVRT-RRFJBIMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  146.01
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  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 乙二胺 作用下， 以 四氢呋喃 为溶剂， 生成 N'-[9-((2R,4S,5R)-5-Aminomethyl-4-hydroxy-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dibutyl-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
• 作为产物：
  描述：

  4,5,6,7-四氯邻苯二甲酰亚胺 、 2-N-((di-n-butylamino)methylene)-2'-deoxyguanosine 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 8.5h， 以92%的产率得到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
  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