1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-L-arabinofuranosyl>uracil | 160946-67-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-L-arabinofuranosyl>uracil
• 英文别名: 1-[(6aS,8S,9R,9aR)-9-hydroxy-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4-dione
• CAS: 160946-67-8
• 化学式: C₂₁H₃₈N₂O₇Si₂
• 分子量: 486.713
• InChiKey: KKLQDUCRZCCKHG-RNQOJCNYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 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：
  0.81
• 拓扑面积：
  112.01
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-L-arabinofuranosyl>uracil 在 chromium(VI) oxide 、 四丁基氟化铵 、 乙酸酐 、 sodium hydride 作用下， 以 四氢呋喃 、 吡啶 、 二甲基亚砜 为溶剂， 反应 4.5h， 生成 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
• 作为产物：
  描述：

  2,2’-脱水-L-尿苷 在 sodium hydroxide 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 72.0h， 生成 1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-L-arabinofuranosyl>uracil
  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