N-(2-{2-[4-Amino-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-ylmethoxy]-ethoxy}-ethyl)-2,2,2-trifluoro-acetamide | 632323-90-1

• 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: N-(2-{2-[4-Amino-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-ylmethoxy]-ethoxy}-ethyl)-2,2,2-trifluoro-acetamide
• 英文别名: 2'-Deoxy-5-({2-[2-(2,2,2-trifluoroacetamido)ethoxy]ethoxy}methyl)cytidine；N-[2-[2-[[4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-5-yl]methoxy]ethoxy]ethyl]-2,2,2-trifluoroacetamide
• CAS: 632323-90-1
• 化学式: C₁₆H₂₃F₃N₄O₇
• 分子量: 440.376
• InChiKey: WICQMVFUKXNWKH-QJPTWQEYSA-N

物化性质

• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  156
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-(2-{2-[4-Amino-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-ylmethoxy]-ethoxy}-ethyl)-2,2,2-trifluoro-acetamide 在 磷酸三甲酯 、 ammonium hydroxide 、 1,8-双二甲氨基萘 、 三氯氧磷 作用下， 反应 3.75h， 生成
  参考文献：
  名称：

  Substrate properties of C5-Substituted pyrimidine 2′-Deoxynucleoside 5′-Triphosphates for thermostable DNA polymerases during PCR

  摘要：

  In order to enhance a collection of modified deoxynucleoside triphosphates useful for in vitro selection or SELEX (systematic evolution of ligands by exponential enrichment) techniques, we designed and synthesized modified analogues of 2'-deoxyuridine triphosphate and 2'-deoxycytidine triphosphate bearing a flexible and hydrophilic 7-amino-2,5-dioxaheptyl linker at a C5 position. Both analogues were found to be substrates for thermostable DNA polymerases which belong to an evolutional family B during PCR. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.001
• 作为产物：
  描述：

  3,5-双-O-乙酰胸苷 在 吡啶 、 ammonium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 TEA 、 氨 、 potassium hydrogencarbonate 、 三氟乙酸 、 三氯氧磷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 18.5h， 生成 N-(2-{2-[4-Amino-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-ylmethoxy]-ethoxy}-ethyl)-2,2,2-trifluoro-acetamide
  参考文献：
  名称：

  Substrate properties of C5-Substituted pyrimidine 2′-Deoxynucleoside 5′-Triphosphates for thermostable DNA polymerases during PCR

  摘要：

  In order to enhance a collection of modified deoxynucleoside triphosphates useful for in vitro selection or SELEX (systematic evolution of ligands by exponential enrichment) techniques, we designed and synthesized modified analogues of 2'-deoxyuridine triphosphate and 2'-deoxycytidine triphosphate bearing a flexible and hydrophilic 7-amino-2,5-dioxaheptyl linker at a C5 position. Both analogues were found to be substrates for thermostable DNA polymerases which belong to an evolutional family B during PCR. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.001

文献信息

• Substrate properties of C5-Substituted pyrimidine 2′-Deoxynucleoside 5′-Triphosphates for thermostable DNA polymerases during PCR
  作者：Masayasu Kuwahara、Yumi Takahata、Atsushi Shoji、Akiko N. Ozaki、Hiroaki Ozaki、Hiroaki Sawai

  DOI：10.1016/j.bmcl.2003.08.001

  日期：2003.11

  In order to enhance a collection of modified deoxynucleoside triphosphates useful for in vitro selection or SELEX (systematic evolution of ligands by exponential enrichment) techniques, we designed and synthesized modified analogues of 2'-deoxyuridine triphosphate and 2'-deoxycytidine triphosphate bearing a flexible and hydrophilic 7-amino-2,5-dioxaheptyl linker at a C5 position. Both analogues were found to be substrates for thermostable DNA polymerases which belong to an evolutional family B during PCR. (C) 2003 Elsevier Ltd. All rights reserved.