5-(1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-pent-4-ynoic acid (furan-2-ylmethyl)-amide | 473260-09-2

• 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: 5-(1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-pent-4-ynoic acid (furan-2-ylmethyl)-amide
• 英文别名: 5-[1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-2,4-dioxopyrimidin-5-yl]-N-(furan-2-ylmethyl)pent-4-ynamide
• CAS: 473260-09-2
• 化学式: C₄₀H₃₉N₃O₉
• 分子量: 705.764
• InChiKey: PZUXXHRKPAGUSR-UQDPWRLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  52
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  149
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 5-(1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-pent-4-ynoic acid (furan-2-ylmethyl)-amide 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-{4-[(furan-2-ylmethyl)-carbamoyl]-but-1-ynyl}-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  Internal labeling of oligonucleotide probes by Diels–Alder cycloaddition

  摘要：

  A new method of adding fluorescent labels to the middle of oligonucleotides is reported. Diets-Alder cycloaddition was used to add five fluorescent maleimides to an oligonucleotide containing a 2'-deoxyuridine modified at the 5-position with a spaced furan. This is a new approach to internal oligonucleotide chemistry that opens Lip a large range of possibilities for further conjugation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00930-9
• 作为产物：
  描述：

  碘苷 在 吡啶 、 4-二甲氨基吡啶 、 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-pent-4-ynoic acid (furan-2-ylmethyl)-amide
  参考文献：
  名称：

  Internal labeling of oligonucleotide probes by Diels–Alder cycloaddition

  摘要：

  A new method of adding fluorescent labels to the middle of oligonucleotides is reported. Diets-Alder cycloaddition was used to add five fluorescent maleimides to an oligonucleotide containing a 2'-deoxyuridine modified at the 5-position with a spaced furan. This is a new approach to internal oligonucleotide chemistry that opens Lip a large range of possibilities for further conjugation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00930-9