3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-2'-methylene-β-L-uridine | 160946-69-0

• 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: 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-2'-methylene-β-L-uridine
• CAS: 160946-69-0
• 化学式: C₂₂H₃₈N₂O₆Si₂
• 分子量: 482.725
• InChiKey: VVTJATJUMFMSHO-TYPHKJRUSA-N

物化性质

• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  91.78
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-2'-methylene-β-L-uridine 在 ammonium hydroxide 、 四丁基氟化铵 、 4-氯苯基二氯磷酸酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 吡啶 为溶剂， 反应 49.5h， 生成 2'-deoxy-2'-methylene-β-L-cytidine
  参考文献：
  名称：

  Synthesis of 1-β-L-Arabinofuranosylcytosine (β-L-Ara-C) and 2′-Deoxy-2′-methylene-β-L-cytidine (β-L-DMDC) as Potential Antineoplastic Agents

  摘要：

  1-beta-L-Arabinofuranosylcytosine (beta-L-Ara-C, 7) and 2'-deoxy-2'-methylene-beta-L-cytidine (beta-L-DMDC, 14) have been synthesized via a multi-step synthesis from L-arabinose. These compounds were tested in vitro against L1210, P388, Sarcoma 180, and CEM cells, and found not to be active at a concentration up to 100 mu M. beta-L-Ara-C and beta-L-DMDC were also tested against HSV-1 and HSV-2 and yielded ID50 values of >100 mu M.

  DOI：

  10.1080/15257779408010669
• 作为产物：
  描述：

  1-(β-L-arabinofuranosyl)uracil 在 chromium(VI) oxide 、 乙酸酐 、 sodium hydride 作用下， 以 吡啶 、 二甲基亚砜 为溶剂， 反应 75.0h， 生成 3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-2'-methylene-β-L-uridine
  参考文献：
  名称：

  Synthesis of 1-β-L-Arabinofuranosylcytosine (β-L-Ara-C) and 2′-Deoxy-2′-methylene-β-L-cytidine (β-L-DMDC) as Potential Antineoplastic Agents

  摘要：

  1-beta-L-Arabinofuranosylcytosine (beta-L-Ara-C, 7) and 2'-deoxy-2'-methylene-beta-L-cytidine (beta-L-DMDC, 14) have been synthesized via a multi-step synthesis from L-arabinose. These compounds were tested in vitro against L1210, P388, Sarcoma 180, and CEM cells, and found not to be active at a concentration up to 100 mu M. beta-L-Ara-C and beta-L-DMDC were also tested against HSV-1 and HSV-2 and yielded ID50 values of >100 mu M.

  DOI：

  10.1080/15257779408010669