N³-[1-(5-azidopentyl)]-3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl thymidine | 389128-26-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: N³-[1-(5-azidopentyl)]-3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl thymidine
• CAS: 389128-26-1
• 化学式: C₂₉H₃₄N₅O₇P
• 分子量: 595.592
• InChiKey: SHAPBNWWBXVBNR-RRPNLBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  42.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  146.75
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  N³-[1-(5-azidopentyl)]-3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl thymidine 在 三丁基膦 、 水 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到N3-[1-(5-aminopentyl)]-3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl thymidine
  参考文献：
  名称：

  Synthesis of haptens for the development of immunoassays for the monitoring of intracellular anti-HIV nucleosides and nucleotides

  摘要：

  A series of nine modified dideoxynucleosides and dideoxynucleotides has been synthesized for preparing antigenic conjugates with keyhole lympet haemocyanin in order to produce specific antibodies, and develop immunoassays. Derivatives of ddI, ddA, d4T, 3TC, and the corresponding 5 ' -O-monophosphates were designed incorporating an amino spacer at the base for conjugation with the proteinic antigenic carrier. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00800-6
• 作为产物：
  描述：

  司他夫定 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 N³-[1-(5-azidopentyl)]-3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl thymidine
  参考文献：
  名称：

  Synthesis of haptens for the development of immunoassays for the monitoring of intracellular anti-HIV nucleosides and nucleotides

  摘要：

  A series of nine modified dideoxynucleosides and dideoxynucleotides has been synthesized for preparing antigenic conjugates with keyhole lympet haemocyanin in order to produce specific antibodies, and develop immunoassays. Derivatives of ddI, ddA, d4T, 3TC, and the corresponding 5 ' -O-monophosphates were designed incorporating an amino spacer at the base for conjugation with the proteinic antigenic carrier. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00800-6