5'-[[N-[4-(2',3'-dideoxy-2',3'-didehydrothymidin-5'-yl)butyl]carbamoyl]oxy]-3'-azido-3'-deoxythymidine

• 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: 5'-[[N-[4-(2',3'-dideoxy-2',3'-didehydrothymidin-5'-yl)butyl]carbamoyl]oxy]-3'-azido-3'-deoxythymidine
• 英文别名: [(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methyl N-[4-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxycarbonylamino]butyl]carbamate
• 化学式: C₂₆H₃₃N₉O₁₀
• 分子量: 631.602
• InChiKey: QDUUWMCKMSTEAM-CENDIDJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  208
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  司他夫定 在 Candida antarctica lipase B 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成 5'-[[N-[4-(2',3'-dideoxy-2',3'-didehydrothymidin-5'-yl)butyl]carbamoyl]oxy]-3'-azido-3'-deoxythymidine
  参考文献：
  名称：

  Chemoenzymatic Syntheses of Homo‐ and Heterodimers of AZT and d4T, and Evaluation of Their Anti‐HIV Activity

  摘要：

  Homo- and heterodimers of AZT and d4T, possessing carbonate and carbamate linkers, have been synthesized with the aim to enhance the antiviral activity of their components. Homo- and heterodimer carbamates showed weak anti-HIV activity. On the other hand, dinucleoside carbonates showed marked antiviral activity.

  DOI：

  10.1081/ncn-120037749

文献信息

• SYNTHESIS OF NEW HOMO AND HETERODINUCLEOSIDES CONTAINING THE 2′,3′-DIDEOXYNUCLEOSIDES AZT AND D4T
  作者：M. Taourirte、H. B. Lazrek、J. J. Vasseur、M. Ferrero、S. Fernandez、V. Gotor

  DOI：10.1081/ncn-100002468

  日期：2001.3.31

  The synthesis of new dinucleosides of AZT and D4T is described.