3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl-N³-[1-(5-aminopentyl)]thymidine

• 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: 3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl-N³-[1-(5-aminopentyl)]thymidine
• 英文别名: [(2S,5R)-5-[3-(5-aminopentyl)-5-methyl-2,4-dioxopyrimidin-1-yl]-2,5-dihydrofuran-2-yl]methyl dihydrogen phosphate
• 化学式: C₁₅H₂₄N₃O₇P
• 分子量: 389.345
• InChiKey: VGWANUJJSFJDCF-QWHCGFSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  司他夫定 在 三甲基溴硅烷 、 三丁基膦 、 水 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 3'-deoxy-2',3'-didehydro-5'-O-dibenzyloxyphosphoryl-N³-[1-(5-aminopentyl)]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

文献信息

• Synthesis of haptens for the development of immunoassays for the monitoring of intracellular anti-HIV nucleosides and nucleotides
  作者：Thierry Brossette、Emmanuel Klein、Christophe Créminon、Jacques Grassi、Charles Mioskowski、Luc Lebeau

  DOI：10.1016/s0040-4020(01)00800-6

  日期：2001.9

  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.