methanesulfonic acid (4aR,7R,8S,8aR)-7-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester | 181711-38-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: methanesulfonic acid (4aR,7R,8S,8aR)-7-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
• 英文别名: (4aR,7R,8S,8aR) methanesulfonic acid 7-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester；[(4aR,7R,8S,8aR)-7-(2,4-dioxopyrimidin-1-yl)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] methanesulfonate
• CAS: 181711-38-6
• 化学式: C₁₈H₂₀N₂O₈S
• 分子量: 424.431
• InChiKey: WRSHNYYZFBHAKZ-HFLFDYPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methanesulfonic acid (4aR,7R,8S,8aR)-7-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 在 sodium hydroxide 、 一氯化碘 作用下， 以 吡啶 、 乙醇 、 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and antiviral activity of 2-deoxy-1,5-anhydro-D-mannitol nucleosides containing a pyrimidine base moiety

  摘要：

  Nucleoside analogues containing a 2-deoxy-1,5-anhydro-D-mannitol and a pyrimidine base moiety were synthesized starting from D-glucose via a nucleophilic opening of an epoxide with the heterocyclic base and an inversion of configuration at the 3'-position. Study of the conformation of these molecules, that show some activity against herpesviruses (HSV, VZV, CMV) should increase our understanding of the structural requirements of hexitol nucleosides for antiviral activity. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00244-2
• 作为产物：
  描述：

  1,5:2,3-二脱水-4,6-O-亚苄基-D-蒜糖醇 在 4-二甲氨基吡啶 、 sodium hydride 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 83.0h， 生成 methanesulfonic acid (4aR,7R,8S,8aR)-7-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
  参考文献：
  名称：

  Synthesis and antiviral activity of 2-deoxy-1,5-anhydro-D-mannitol nucleosides containing a pyrimidine base moiety

  摘要：

  Nucleoside analogues containing a 2-deoxy-1,5-anhydro-D-mannitol and a pyrimidine base moiety were synthesized starting from D-glucose via a nucleophilic opening of an epoxide with the heterocyclic base and an inversion of configuration at the 3'-position. Study of the conformation of these molecules, that show some activity against herpesviruses (HSV, VZV, CMV) should increase our understanding of the structural requirements of hexitol nucleosides for antiviral activity. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00244-2

文献信息

• [EN] METHOD OF PREPARATION OF NOVEL NUCLEOSIDE ANALOGS AND USES<br/>[FR] PROCEDE POUR PREPARER DE NOUVEAUX ANALOGUES DE NUCLEOSIDE, ET LEURS UTILISATIONS
  申请人：AUSPEX PHARMACEUTICALS INC

  公开号：WO2005049582A1

  公开（公告）日：2005-06-02

  Processes for the preparation of racemic and optically active nucleoside analogs of formula (A) are described. These compounds are useful as anti-infective agents, antisense therapeutic agents and hybridization assay probes.

  描述了制备式(A)的外消旋和光学活性核苷类似物的过程。这些化合物可用作抗感染剂、反义治疗剂和杂交分析探针。
• Method of preparation of novel nucleoside analogs and uses
  申请人：Tse Bruno

  公开号：US20110070192A1

  公开（公告）日：2011-03-24

  Processes for the preparation of racemic and optically active nucleoside analogs of formula (A) are described. These compounds are useful as anti-infective agents, antisense therapeutic agents and hybridization assay probes.

  本文描述了制备式（A）的外消旋和光学活性核苷类似物的过程。这些化合物可用作抗感染剂，反义治疗剂和杂交检测探针。