2-[3-[(2R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]tetrahydrofuran-2-yl]-5-methyl-2,6-dioxo-pyrimidin-1-yl]acetic acid

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2-[3-[(2R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]tetrahydrofuran-2-yl]-5-methyl-2,6-dioxo-pyrimidin-1-yl]acetic acid
• 英文别名: 2-[3-[(2R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-5-methyl-2,6-dioxopyrimidin-1-yl]acetic acid
• 化学式: C₁₈H₃₀N₂O₆Si
• 分子量: 398.531
• InChiKey: GBBNUHANHSBJTJ-UONOGXRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  96.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxythymidine 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 2-[3-[(2R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]tetrahydrofuran-2-yl]-5-methyl-2,6-dioxo-pyrimidin-1-yl]acetic acid
  参考文献：
  名称：

  Identification of a novel family of nucleosides that specifically inhibit HIV-1 reverse transcriptase

  摘要：

  N-3-Benzyloxycarbonylmethyl- and N-3-carboxymethyl-TBDMS-substituted nucleosides were synthesized and evaluated for activity against HIV replication. It was found that the N-3-carboxymethyl-TBDMS-substituted nucleosides were specific inhibitors of HIV-1 replication. They should be considered as members of a novel and original class of NNRTIs. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00635-7