[(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 | 256347-97-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(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
• CAS: 256347-97-4
• 化学式: C₂₁H₂₂N₂O₉S₄
• 分子量: 574.678
• InChiKey: JSWIXMKOJJXETH-VMUDFCTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  239
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  5,7-dioxo(4H,6H)-1,3-dithiolo<4,5-d>pyrimidine-2-selenone 在 三甲基氯硅烷 、 三苯基膦 、 六甲基二硅氮烷 作用下， 以 甲苯 为溶剂， 反应 64.0h， 生成 [(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
  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