4-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7-dione | 256347-98-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7-dione
• CAS: 256347-98-5
• 化学式: C₁₅H₁₆N₂O₆S₄
• 分子量: 448.566
• InChiKey: NYAFPXOWHIONMM-KCGFPETGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  221
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7-dione 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 23.25h， 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：

  5-(diethylaminothiocarbonylthio)barbituric acid monohydrate 在 盐酸 、 sodium hydroxide 、 selenium 、 sodium tetrahydroborate 、 三甲基氯硅烷 、 三氟甲磺酸三甲基硅酯 、 硫酸 、 三苯基膦 、 六甲基二硅氮烷 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.83h， 生成 4-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d]pyrimidine-5,7-dione
  参考文献：
  名称：

  Neilands, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 355, # SPEC. ISS, p. 331 - 349

  摘要：

  DOI：

文献信息

• Synthesis of Novel Tetrathiafulvalene System Containing Redox-Active Ribonucleoside and Oligoribonucleotide
  作者：Ojars Neilands、Vilnis Liepinsh、Baiba Turovska

  DOI：10.1021/ol9910868

  日期：1999.12.1

  [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.
• Neilands, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 355, # SPEC. ISS, p. 331 - 349
  作者：Neilands

  DOI：——

  日期：——