6-trimethylsilyl-1-[3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-erythro-pent-1-enofuranosyl]uracil | 913971-94-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-trimethylsilyl-1-[3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-erythro-pent-1-enofuranosyl]uracil
• CAS: 913971-94-5
• 化学式: C₂₄H₄₆N₂O₅Si₃
• 分子量: 526.896
• InChiKey: ODYLBPNYXHDAMB-ZWKOTPCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  82.55
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6-trimethylsilyl-1-[3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-erythro-pent-1-enofuranosyl]uracil 在 六甲基磷酰三胺 、 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以81%的产率得到1-[3,5-bis-O-(tert-butyldimethylsilyl)-2-trimethylsilyl-2-deoxy-D-erythro-pent-1-enofuranosyl]uracil
  参考文献：
  名称：

  Reaction of the 2′-Silyl and 2′-Stannyl Derivatives of 6-(Bromomethyl)Dimethylsilyl-1′,2′-Unsaturated Uridine Under Radical Conditions

  摘要：

  The mode of cyclization (5-exo versus 6-endo ) of 2-sila-5-hexen-1-yl radicals generated from 2'-tributylstannyl- and 2'-trimethylsilyl-6-(bromomethyl)dimethylsilyl-1',2'-unsaturated uridines (8 and 9) was investigated. Although the actual structure of the reaction products differ from each other, reflecting the ease of elimination of the 2'-substituent, it was found that both substrates prefer the 5-exo-cyclization pathway.

  DOI：

  10.1080/15257770500265687
• 作为产物：
  描述：

  三甲基氯硅烷 、 1-[3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-erythro-pento-1-enofuranosyl]uracil 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以92%的产率得到6-trimethylsilyl-1-[3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-erythro-pent-1-enofuranosyl]uracil
  参考文献：
  名称：

  Reaction of the 2′-Silyl and 2′-Stannyl Derivatives of 6-(Bromomethyl)Dimethylsilyl-1′,2′-Unsaturated Uridine Under Radical Conditions

  摘要：

  The mode of cyclization (5-exo versus 6-endo ) of 2-sila-5-hexen-1-yl radicals generated from 2'-tributylstannyl- and 2'-trimethylsilyl-6-(bromomethyl)dimethylsilyl-1',2'-unsaturated uridines (8 and 9) was investigated. Although the actual structure of the reaction products differ from each other, reflecting the ease of elimination of the 2'-substituent, it was found that both substrates prefer the 5-exo-cyclization pathway.

  DOI：

  10.1080/15257770500265687