5'-O-[(acetonoxime)carbonyl]-2',3'-dideoxy-2',3'-didehydrothymidine | 775323-15-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 5'-O-[(acetonoxime)carbonyl]-2',3'-dideoxy-2',3'-didehydrothymidine
• CAS: 775323-15-4
• 化学式: C₁₄H₁₇N₃O₆
• 分子量: 323.305
• InChiKey: VOKLVVCKSKEHHE-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.85
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  111.98
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5'-O-[(acetonoxime)carbonyl]-2',3'-dideoxy-2',3'-didehydrothymidine 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
• 作为产物：
  描述：

  丙酮O-<(乙烯氧基)羰基>肟 、 司他夫定 在 Candida antarctica lipase B 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到5'-O-[(vinyloxy)carbonyl]-2',3'-dideoxy-2',3'-didehydrothymidine
  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