Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester | 197579-69-4

• 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: Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester
• 英文别名: [4-benzamido-1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-2-oxopyrimidin-5-yl] benzoate
• CAS: 197579-69-4
• 化学式: C₄₄H₃₉N₃O₉
• 分子量: 753.808
• InChiKey: JIPUMWSVPGXUQX-WNUPKGMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  56
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  145
• 氢给体数：
  2
• 氢受体数：
  9

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 、 Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester 在 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以50%的产率得到5-Hydroxy-DC cep
  参考文献：
  名称：

  A Convenient Synthesis of 5-Hydroxy-2′-Deoxycytidine Phosphoramidite and its Incorporation into Oligonucleotides

  摘要：

  Oligonucleotides containing 5-hydroxy-2'-deoxycytidine (2) have been synthesized using the phosphoramidite chemistry. The presence and the integrity of the modified nucleoside in the synthetic oligomers were confirmed by electrospray mass spectrometry and chromatoghraphic analysis of enzymatic digestion coupled with UV detection. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10024-7
• 作为产物：
  描述：

  2'-脱氧胞嘧啶核苷 在 吡啶 、 咪唑 、 2,4,6-三甲基吡啶 、 4-二甲氨基吡啶 、 溴 、 triethylamine tris(hydrogen fluoride) 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 45.0h， 生成 Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester
  参考文献：
  名称：

  A Convenient Synthesis of 5-Hydroxy-2′-Deoxycytidine Phosphoramidite and its Incorporation into Oligonucleotides

  摘要：

  Oligonucleotides containing 5-hydroxy-2'-deoxycytidine (2) have been synthesized using the phosphoramidite chemistry. The presence and the integrity of the modified nucleoside in the synthetic oligomers were confirmed by electrospray mass spectrometry and chromatoghraphic analysis of enzymatic digestion coupled with UV detection. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10024-7

文献信息

• A Convenient Synthesis of 5-Hydroxy-2′-Deoxycytidine Phosphoramidite and its Incorporation into Oligonucleotides
  作者：Anthony Romieu、Didier Gasparutto、Didier Molko、Jean Cadet

  DOI：10.1016/s0040-4039(97)10024-7

  日期：1997.10

  Oligonucleotides containing 5-hydroxy-2'-deoxycytidine (2) have been synthesized using the phosphoramidite chemistry. The presence and the integrity of the modified nucleoside in the synthetic oligomers were confirmed by electrospray mass spectrometry and chromatoghraphic analysis of enzymatic digestion coupled with UV detection. (C) 1997 Elsevier Science Ltd.