N-(7-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethoxymethyl}-6-oxo-6,7-dihydro-1H-purin-2-yl)-acetamide | 208758-62-7

• 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: N-(7-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethoxymethyl}-6-oxo-6,7-dihydro-1H-purin-2-yl)-acetamide
• CAS: 208758-62-7
• 化学式: C₃₂H₃₃N₅O₇
• 分子量: 599.643
• InChiKey: NMWUNIHQTCRLAC-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  44.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  149.82
• 氢给体数：
  3.0
• 氢受体数：
  10.0

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 、 N-(7-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethoxymethyl}-6-oxo-6,7-dihydro-1H-purin-2-yl)-acetamide 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以85%的产率得到Diisopropyl-phosphoramidous acid (R)-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-7-ylmethoxy)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propyl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  Synthesis and Triplex Forming Properties of an Acyclic N⁷-Glycosylated Guanine Nucleoside

  摘要：

  A chiral acyclic nucleoside, one in which the ribose carbohydrate has been replaced with a glycerol-based linker, is prepared by glycosylating guanine at the N-7-nitrogen. The stereochemically pure derivative is converted to a DMT-protected phosphoramidite for incorporation into DNA sequences. Sequence containing the acyclic N-7-dG nucleoside are capable of forming DNA triplexes in which it is likely that the N-1-H and N-2-amino groups of the N-7-dG are involved in recognition of the guanine base in G-C base pairs.

  DOI：

  10.1080/07328319808003464
• 作为产物：
  描述：

  N-{7-[(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(tert-butyl-diphenyl-silanyloxy)-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到N-(7-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethoxymethyl}-6-oxo-6,7-dihydro-1H-purin-2-yl)-acetamide
  参考文献：
  名称：

  Synthesis and Triplex Forming Properties of an Acyclic N⁷-Glycosylated Guanine Nucleoside

  摘要：

  A chiral acyclic nucleoside, one in which the ribose carbohydrate has been replaced with a glycerol-based linker, is prepared by glycosylating guanine at the N-7-nitrogen. The stereochemically pure derivative is converted to a DMT-protected phosphoramidite for incorporation into DNA sequences. Sequence containing the acyclic N-7-dG nucleoside are capable of forming DNA triplexes in which it is likely that the N-1-H and N-2-amino groups of the N-7-dG are involved in recognition of the guanine base in G-C base pairs.

  DOI：

  10.1080/07328319808003464