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.
• Chemoenzymatic Syntheses of Homo‐ and Heterodimers of AZT and d4T, and Evaluation of Their Anti‐HIV Activity
  作者：M. Taourirte、L. Ait Mohamed、A. Rochdi、J.‐J. Vasseur、S. Fernández、M. Ferrero、V. Gotor、C. Pannecouque、E. De Clercq、H. B. Lazrek

  DOI：10.1081/ncn-120037749

  日期：2004.12.31

  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.