dithymidylyl-3',5'-phosphoroselenoate | 92127-62-3

• 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: dithymidylyl-3',5'-phosphoroselenoate
• 英文别名: Tp(s)T；1-[(2R,4S,5R)-4-hydroxy-5-[[hydroxy-[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyphosphinoselenoyl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 92127-62-3
• 化学式: C₂₀H₂₇N₄O₁₁PSe
• 分子量: 609.388
• InChiKey: GXAUTSOPNIZMKH-GOBUZWBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.13
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  196
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  dithymidylyl-3',5'-phosphoroselenoate 在 ammonium hydroxide 、 silver fluoride 、 三羟甲基氨基甲烷盐酸盐 作用下， 以 乙腈 为溶剂， 反应 3.25h， 生成 胸苷酰(3'->5')胸苷铵盐
  参考文献：
  名称：

  Dithymidylyl-3′,5′-phosphorofluoridates: new synthesis and stability under solvolytic conditions

  摘要：

  通过氟离子对甲基硒的亲核取代制备的二硫代-3,5,2-氟磷酸酯在溶解条件下相对不稳定，会在碱催化下发生快速水解/甲醇分解。

  DOI：

  10.1039/c39950000613
• 作为产物：
  描述：

  保护胸苷 在 四氮唑 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 35.25h， 生成 dithymidylyl-3',5'-phosphoroselenoate
  参考文献：
  名称：

  Synthesis, chemical and enzymatic reactivity, and toxicity of dithymidylyl-3′,5′-phosphorofluoridate and -phosphorothiofluoridate

  摘要：

  Dithymidylyl-3',5'-phosphorofluoridate and phosphorothiofluoridate were obtained by fluorinolysis of the P-Se bond in appropriate bisdimethoxytrityl selenomethyl esters. These compounds, which are hydrolytically unstable, are not inhibitors of snake venom, spleen phosphodiesterases and alkaline phosphatase. Neither compound is highly toxic. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00025-6

文献信息

• WO2007/20473
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis, chemical and enzymatic reactivity, and toxicity of dithymidylyl-3′,5′-phosphorofluoridate and -phosphorothiofluoridate
  作者：Konrad Misiura、Daria Szymanowicz、Halina Kuśnierczyk

  DOI：10.1016/s0968-0896(01)00025-6

  日期：2001.6

  Dithymidylyl-3',5'-phosphorofluoridate and phosphorothiofluoridate were obtained by fluorinolysis of the P-Se bond in appropriate bisdimethoxytrityl selenomethyl esters. These compounds, which are hydrolytically unstable, are not inhibitors of snake venom, spleen phosphodiesterases and alkaline phosphatase. Neither compound is highly toxic. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Dithymidylyl-3′,5′-phosphorofluoridates: new synthesis and stability under solvolytic conditions
  作者：Konrad Misiura、Daria Pietrasiak、Wojciech J. Stec

  DOI：10.1039/c39950000613

  日期：——

  Dithymidylyl-3′,5′-phosphorofluoridates, prepared by nucleophilic substitution of methylselenyl by fluoride ion, are relatively unstable under solvolytic conditions and undergo rapid base-catalysed hydrolysis/methanolysis.

  通过氟离子对甲基硒的亲核取代制备的二硫代-3,5,2-氟磷酸酯在溶解条件下相对不稳定，会在碱催化下发生快速水解/甲醇分解。