9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one | 108310-95-8

• 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: 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one
• CAS: 108310-95-8
• 化学式: C₃₉H₃₇N₅O₉
• 分子量: 719.751
• InChiKey: IQIPPLNODOCVPB-LBFZIJHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.32
• 重原子数：
  53.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  173.09
• 氢给体数：
  2.0
• 氢受体数：
  12.0

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 、 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以42%的产率得到Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-oxo-2,3-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  使用亚磷酰胺化学合成和表征含有 2'-脱氧黄苷的寡核苷酸

  摘要：

  Oligodeoxynucleotides containing 2'-deoxyxanthosine (X-d) were synthesized in good yield from a O-2,O-6-bis[2-(4-nitrophenyl)ethyl](NPE)-protected phosphoramidite of X-d. Attempts to synthesize a O-6-monoNPE-protected phosphoramidite resulted in formation of a major by-product. The NPE protecting groups were removed by treatment with oximate ion after other protecting groups were removed with aqueous NH,OH solution. The composition of the synthetic oligonucleotides was verified by enzymatic degradation and MALDI-TOF mass spectrometry. The efficacy of this procedure allowed isolation of oligodeoxynucleotides containing multiple X-d residues.

  DOI：

  10.1002/1522-2675(20000705)83:7<1517::aid-hlca1517>3.0.co;2-s
• 作为产物：
  描述：

  3',5'-di-O-acetyl-2'-deoxy-O⁶-[2-(4-nitrophenyl)ethyl]xanthosine 在 氨 作用下， 以 吡啶 、 甲醇 、 水 为溶剂， 生成 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one
  参考文献：
  名称：

  使用亚磷酰胺化学合成和表征含有 2'-脱氧黄苷的寡核苷酸

  摘要：

  Oligodeoxynucleotides containing 2'-deoxyxanthosine (X-d) were synthesized in good yield from a O-2,O-6-bis[2-(4-nitrophenyl)ethyl](NPE)-protected phosphoramidite of X-d. Attempts to synthesize a O-6-monoNPE-protected phosphoramidite resulted in formation of a major by-product. The NPE protecting groups were removed by treatment with oximate ion after other protecting groups were removed with aqueous NH,OH solution. The composition of the synthetic oligonucleotides was verified by enzymatic degradation and MALDI-TOF mass spectrometry. The efficacy of this procedure allowed isolation of oligodeoxynucleotides containing multiple X-d residues.

  DOI：

  10.1002/1522-2675(20000705)83:7<1517::aid-hlca1517>3.0.co;2-s