di-TMS-5-ethyluracil | 168332-10-3

• 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: di-TMS-5-ethyluracil
• 英文别名: 5-Ethyl-1,3-bis(trimethylsilyl)-2,4(1H,3H)-pyrimidinedione；5-ethyl-1,3-bis(trimethylsilyl)pyrimidine-2,4-dione
• CAS: 168332-10-3
• 化学式: C₁₂H₂₄N₂O₂Si₂
• 分子量: 284.506
• InChiKey: MGFBEPZCMRRGQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  di-TMS-5-ethyluracil 在 三氟甲磺酸三甲基硅酯 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Acetic acid (2R,3S)-5-(5-ethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-thiophen-2-ylmethyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of the L-enantiomer of 2′-deoxy-5-ethyl-4′-thiouridine

  摘要：

  Racemic 2'-deoxy-5-ethyl-4'-thiouridine was synthesised utilising the stereoselective iodolactonisation of 3-(tert-butyldimethyIsilyl)oxy-N,N-dimethyl-4-pentenamide as the key transformation. The stereo-isomeric mixture of nucleosides was resolved using HPLC on a Chiralcel OJ column. The beta-D enantiomer showed potent activity against human herpesviruses while the beta-L was inactive. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00161-8
• 作为产物：
  描述：

  5-乙基尿嘧啶 、 N,O-双三甲硅基乙酰胺 以 乙腈 为溶剂， 生成 di-TMS-5-ethyluracil
  参考文献：
  名称：

  Mann, John; Tench, Allen J.; Weymouth-Wilson, Alexander C., Journal of the Chemical Society. Perkin transactions I, 1995, # 6, p. 677 - 682

  摘要：

  DOI：

文献信息

• Mann, John; Tench, Allen J.; Weymouth-Wilson, Alexander C., Journal of the Chemical Society. Perkin transactions I, 1995, # 6, p. 677 - 682
  作者：Mann, John、Tench, Allen J.、Weymouth-Wilson, Alexander C.、Shaw-Ponter, Sue、Young, Robert J.

  DOI：——

  日期：——
• Synthesis and biological evaluation of the L-enantiomer of 2′-deoxy-5-ethyl-4′-thiouridine
  作者：David L. Selwood、Keith Carter、Robert J. Young、Karamjit S. Jandu

  DOI：10.1016/0960-894x(96)00161-8

  日期：1996.4

  Racemic 2'-deoxy-5-ethyl-4'-thiouridine was synthesised utilising the stereoselective iodolactonisation of 3-(tert-butyldimethyIsilyl)oxy-N,N-dimethyl-4-pentenamide as the key transformation. The stereo-isomeric mixture of nucleosides was resolved using HPLC on a Chiralcel OJ column. The beta-D enantiomer showed potent activity against human herpesviruses while the beta-L was inactive. Copyright (C) 1996 Elsevier Science Ltd