Acetic acid (2R,3R,4R,5R)-5-(5-{3-[2-(1-diphenylcarbamoyl-1H-imidazol-4-yl)-acetylamino]-prop-1-ynyl}-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-4-methoxy-tetrahydro-furan-3-yl ester | 289676-31-9

• 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)-5-(5-{3-[2-(1-diphenylcarbamoyl-1H-imidazol-4-yl)-acetylamino]-prop-1-ynyl}-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-4-methoxy-tetrahydro-furan-3-yl ester
• 英文别名: [(2R,3R,4R,5R)-5-[5-[3-[[2-[1-(diphenylcarbamoyl)imidazol-4-yl]acetyl]amino]prop-1-ynyl]-2,4-dioxopyrimidin-1-yl]-2-(hydroxymethyl)-4-methoxyoxolan-3-yl] acetate
• CAS: 289676-31-9
• 化学式: C₃₃H₃₂N₆O₉
• 分子量: 656.652
• InChiKey: BEOLFUCVYCISIT-PYXCEVMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  48.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  187.08
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4R,5R)-5-(5-{3-[2-(1-diphenylcarbamoyl-1H-imidazol-4-yl)-acetylamino]-prop-1-ynyl}-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-4-methoxy-tetrahydro-furan-3-yl ester 在 吡啶 、 2-氯-1,3,2-苯并二氧磷杂环己烷-4-酮 、 三丁基焦磷酸铵 、 水 、 碘 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.33h， 生成 [(2R,3R,4R,5R)-5-[5-[3-[[2-[1-(diphenylcarbamoyl)imidazol-4-yl]acetyl]amino]prop-1-ynyl]-2,4-dioxopyrimidin-1-yl]-2-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl]oxymethyl]-4-methoxyoxolan-3-yl] acetate
  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：

  5-(3-Amino-prop-1-ynyl)-1-((2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione 在 吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氯乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 Acetic acid (2R,3R,4R,5R)-5-(5-{3-[2-(1-diphenylcarbamoyl-1H-imidazol-4-yl)-acetylamino]-prop-1-ynyl}-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-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