Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester | 289676-13-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester
• 英文别名: [(2R,3R,4R,5R)-3-acetyloxy-5-(5-iodo-2,4-dioxopyrimidin-1-yl)-4-methoxyoxolan-2-yl]methyl acetate
• CAS: 289676-13-7
• 化学式: C₁₄H₁₇IN₂O₈
• 分子量: 468.202
• InChiKey: KWGUKMDRKKNBDL-PRULPYPASA-N

物化性质

• 密度：
  1.77±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 copper(l) iodide 、 磷酸三乙酯 、 (Ph₃P)4P 、 Proton-Sponge 、 氢气 、 三丁基焦磷酸铵 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 59.25h， 生成 [[(2R,3R,4R,5R)-5-[5-(3-aminopropyl)-2,4-dioxopyrimidin-1-yl]-3-hydroxy-4-methoxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
  参考文献：
  名称：

  Functionalized nucleoside 5′-triphosphates for in vitro selection of new catalytic ribonucleic acids

  摘要：

  A series of novel 2'-modified nucleoside 5'-triphosphates was synthesized. The amino, imidazole, and carboxylate functionalities were attached to the 5-position of pyrimidine base of these molecules through alkynyl and alkyl spacers, respectively. Two different phosphorylation methods were used to optimize the yields of these highly modified triphosphates. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00226-2
• 作为产物：
  描述：

  2'-甲氧基尿苷 在 吡啶 、 ammonium cerium(IV) nitrate 、 碘 作用下， 生成 Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Functionalized nucleoside 5′-triphosphates for in vitro selection of new catalytic ribonucleic acids

  摘要：

  A series of novel 2'-modified nucleoside 5'-triphosphates was synthesized. The amino, imidazole, and carboxylate functionalities were attached to the 5-position of pyrimidine base of these molecules through alkynyl and alkyl spacers, respectively. Two different phosphorylation methods were used to optimize the yields of these highly modified triphosphates. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00226-2

文献信息

• Synthesis of 2’-O-Methyl-5-alkynyl and alkenyl Substituted Uridine Derivatives to Screen for Inhibitors of HCV
  作者：Yili Ding、Jean-Luc Girardet、Zhi Hong、Stephanie Z. Shaw、Nanhua Yao

  DOI：10.3987/com-05-10639

  日期：——