trans-1-(4'-hydroxy-2'-buten-1'-yl)thymine | 210053-34-2

• 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: trans-1-(4'-hydroxy-2'-buten-1'-yl)thymine
• 英文别名: 1-[(E)-4-hydroxybut-2-enyl]-5-methylpyrimidine-2,4-dione
• CAS: 210053-34-2
• 化学式: C₉H₁₂N₂O₃
• 分子量: 196.206
• InChiKey: CKZDLDLEPZFJDW-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-1-(4'-hydroxy-2'-buten-1'-yl)thymine 在 咪唑 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 trans-1-[4'-(t-butyldimethylsilyl)hydroxy-2'-buten-1'-yl]-6-(thiophenyl)thymine
  参考文献：
  名称：

  Zhou, Xiaoxin; Rajaratnam, Ragine; Phadtare, Shashi, Pharmacy and Pharmacology Communications, 1998, vol. 4, # 5, p. 237 - 240

  摘要：

  DOI：
• 作为产物：
  描述：

  trans-1-(4'-chloro-2'-buten-1'-yl)thymine 在 盐酸 作用下， 反应 18.0h， 以47%的产率得到trans-1-(4'-hydroxy-2'-buten-1'-yl)thymine
  参考文献：
  名称：

  Zhou, Xiaoxin; Rajaratnam, Ragine; Phadtare, Shashi, Pharmacy and Pharmacology Communications, 1998, vol. 4, # 5, p. 237 - 240

  摘要：

  DOI：

文献信息

• Novel Open-Chain Nucleotides Imitating 2',3'-Dideoxy-2',3'-Didehydronucleotides: Synthesis and Substrate Properties Toward DNA Polymerases
  作者：E. A. Shirokova、N. B. Tarussova、A. V. Shipitsin、D. G. Semizarov、M. Hieber、A. A. Krayevsky

  DOI：10.1080/15257779508012464

  日期：1995.5.1

  A new series of acyclic nucleotide diphosphates was synthesized and evaluated as potential inhibitors of HIV reverse transcriptases.
• An Expeditious and Efficient Procedure for the Synthesis of Unsaturated Acyclonucleosides of <i>Z</i> Configuration Related to D4T
  作者：Fernando Bravo、Antonio Viso、Sergio Castillón

  DOI：10.1021/jo010948r

  日期：2003.2.1

  Enantiopure 2,5-dihydrofuran derivatives were prepared from (S)-glycidol through a new reaction sequence involving epoxide opening with a vinyleuprate, selenium-induced cyclization to give exclusively the 5-endo product, and regioselective selenoxide elimination. Unsaturated acy-clonucleosides of Z configuration were obtained in a straightforward manner by treating 2,5-dihydrofuran with iodotrimethylsilane in the presence of silylated purinic or pyrimidinic bases. This synthetic process involves opening of the dihydrofuran ring by trimethylsilyl iodide and substitution of iodine by the nucleic base in a single reaction step.
• PHADTARE, SHASHIKANT;KESSEL, DAVID;ZEMLICKA, JIRI, NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N-6, C. 907-910
  作者：PHADTARE, SHASHIKANT、KESSEL, DAVID、ZEMLICKA, JIRI

  DOI：——

  日期：——
• Zhou, Xiaoxin; Rajaratnam, Ragine; Phadtare, Shashi, Pharmacy and Pharmacology Communications, 1998, vol. 4, # 5, p. 237 - 240
  作者：Zhou, Xiaoxin、Rajaratnam, Ragine、Phadtare, Shashi

  DOI：——

  日期：——