4-((2R,3R,4S,5R)-3,4-dihydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7(4H,6H)-dione | 256347-99-6

• 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: 4-((2R,3R,4S,5R)-3,4-dihydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7(4H,6H)-dione
• CAS: 256347-99-6
• 化学式: C₃₅H₃₂N₂O₇S₄
• 分子量: 720.912
• InChiKey: SQJVQWMNHJMIBO-NSBPXKJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.23
• 重原子数：
  48.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  123.01
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  4-((2R,3R,4S,5R)-3,4-dihydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7(4H,6H)-dione 、 邻氯苯甲酰氯 在 吡啶 、 咪唑 、 三乙胺 、 三氯化磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成
  参考文献：
  名称：

  Synthesis of Novel Tetrathiafulvalene System Containing Redox-Active Ribonucleoside and Oligoribonucleotide

  摘要：

  [GRAPHICS]RNA oligosynthesis block 8 was synthesized from selone 1 by successive silylation, acetylribosylation, coupling with selone 4, desacetylation, and treatment of obtained ribonucleoside 6 with monomethoxytrityl chloride, followed by o-chlorobenzoylation and phosphonylation. Solid-phase oligosynthesis is being performed, and redox-active heptaribonucleotide phosphothioate 9 is obtained which has a lower oxidation potential than ribonucleoside 6.

  DOI：

  10.1021/ol9910868
• 作为产物：
  描述：

  [(2R,3R,4R,5R)-3,4-diacetyloxy-5-[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-5,7-dioxo-[1,3]dithiolo[4,5-d]pyrimidin-4-yl]oxolan-2-yl]methyl acetate 在 吡啶 、 ammonium hydroxide 、 氨 作用下， 以 乙醇 为溶剂， 反应 28.0h， 生成 4-((2R,3R,4S,5R)-3,4-dihydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7(4H,6H)-dione
  参考文献：
  名称：

  Synthesis of Novel Tetrathiafulvalene System Containing Redox-Active Ribonucleoside and Oligoribonucleotide

  摘要：

  [GRAPHICS]RNA oligosynthesis block 8 was synthesized from selone 1 by successive silylation, acetylribosylation, coupling with selone 4, desacetylation, and treatment of obtained ribonucleoside 6 with monomethoxytrityl chloride, followed by o-chlorobenzoylation and phosphonylation. Solid-phase oligosynthesis is being performed, and redox-active heptaribonucleotide phosphothioate 9 is obtained which has a lower oxidation potential than ribonucleoside 6.

  DOI：

  10.1021/ol9910868