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 | 669083-45-8

• 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: 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
• 英文别名: Guanosine, 2a(2),5a(2)-dideoxy-N-[(dibutylamino)methylene]-5a(2)-[[(4-methoxyphenyl)diphenylmethyl]amino]-, 3a(2)-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]；N,N-dibutyl-N'-[9-[(2R,4S,5R)-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-5-[[[(4-methoxyphenyl)-diphenylmethyl]amino]methyl]oxolan-2-yl]-6-oxo-1H-purin-2-yl]methanimidamide
• CAS: 669083-45-8
• 化学式: C₄₈H₆₄N₉O₅P
• 分子量: 878.067
• InChiKey: LUZKVOFWJYUXDP-CIUTVZQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.22
• 重原子数：
  63.0
• 可旋转键数：
  24.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  155.15
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 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 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 7.0h， 生成 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