1-((2R,3S,3aR,9aR)-3-{4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-but-1-ynyl}-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione | 175232-25-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-((2R,3S,3aR,9aR)-3-{4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-but-1-ynyl}-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione
• CAS: 175232-25-4
• 化学式: C₃₃H₆₀N₂O₈Si₃
• 分子量: 697.104
• InChiKey: ROIWKGCZKVDTPW-DKCKZOGPSA-N

物化性质

• 密度：
  1.10±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  121.24
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-((2R,3S,3aR,9aR)-3-{4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-but-1-ynyl}-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione 在 palladium on activated charcoal 4-二甲氨基吡啶 、 偶氮二异丁腈 、 四丁基氟化铵 、 氢气 、 三正丁基氢锡 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 30.17h， 生成 1-[(2R,4S,5R)-4-Hydroxy-3-(4-hydroxy-butyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Nucleosides and Nucleotides. 139. Stereoselective Synthesis of (2′S)-2′-C-Alkyl-2′-deoxyuridines

  摘要：

  A synthetic method for (2'S)-2'-C-alkyl-2'-deoxyuridines (9) has been described. Catalytic hydrogenation of 1-[2-C-alkynyl-2-O-methoxalyl-3,5-O-TIPDS-beta-D-arabino-pentofuranosyl]uracils (5) gave 1-[2-C-(2-alkyl)-2-O-methoxalyl-3,5-O-TIPDS-beta-D-arabino-pentofuranosyl]uracils (4) as a major product, which were then subjected to the radical deoxygenation, affording (2'S)-2'-alkyl-2'-deoxy-3',5'-O-TIPDS-uridines (7) along with a small amount of their 2'R epimers.

  DOI：

  10.1080/07328319608002378
• 作为产物：
  描述：

  3',5'-O-(四异丙基二硅氧烷-1,3-二基)-2'-氧代尿苷 、 4-dimethylthexylsilyloxy-1-butyne 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以88%的产率得到1-((2R,3S,3aR,9aR)-3-{4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-but-1-ynyl}-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Nucleosides and Nucleotides. 139. Stereoselective Synthesis of (2′S)-2′-C-Alkyl-2′-deoxyuridines

  摘要：

  A synthetic method for (2'S)-2'-C-alkyl-2'-deoxyuridines (9) has been described. Catalytic hydrogenation of 1-[2-C-alkynyl-2-O-methoxalyl-3,5-O-TIPDS-beta-D-arabino-pentofuranosyl]uracils (5) gave 1-[2-C-(2-alkyl)-2-O-methoxalyl-3,5-O-TIPDS-beta-D-arabino-pentofuranosyl]uracils (4) as a major product, which were then subjected to the radical deoxygenation, affording (2'S)-2'-alkyl-2'-deoxy-3',5'-O-TIPDS-uridines (7) along with a small amount of their 2'R epimers.

  DOI：

  10.1080/07328319608002378