4,6-bis[2-(diisopropoxyphosphorylmethoxy)ethoxy]-2-(methylsulfanyl)pyrimidine | 1160513-01-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,6-bis[2-(diisopropoxyphosphorylmethoxy)ethoxy]-2-(methylsulfanyl)pyrimidine
• 英文别名: 4,6-Bis[2-[di(propan-2-yloxy)phosphorylmethoxy]ethoxy]-2-methylsulfanylpyrimidine
• CAS: 1160513-01-8
• 化学式: C₂₃H₄₄N₂O₁₀P₂S
• 分子量: 602.623
• InChiKey: KIGCRXKTKPSKBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  38
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  4,6-bis[2-(diisopropoxyphosphorylmethoxy)ethoxy]-2-(methylsulfanyl)pyrimidine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以69%的产率得到4,6-bis[2-(diisopropoxyphosphorylmethoxy)ethoxy]-2-(methylsulfonyl)pyrimidine
  参考文献：
  名称：

  Acyclic nucleoside bisphosphonates: Synthesis and properties of chiral 2-amino-4,6-bis[(phosphonomethoxy)alkoxy]pyrimidines

  摘要：

  2-Amino-4,6-bis[(phosphonomethoxy)alkoxy]pyrimidines bearing two equal or different achiral or chiral phosphonoalkoxy chains have been prepared either by aromatic nucleophilic substitution of 2-amino-4,6-dichloropyrimidine or by alkylation of 4,6-dihydroxy-2-(methylsulfanyl)pyrimidine with appropriate phosphonate-bearing building block. Alkylation of 4,6-dihydroxy-2-(methylsulfanyl)pyrimidine proved to be the method of choice for efficient preparation of variety of bisphosphonates. The enantiomeric purity of selected compounds was determined by capillary electrophoresis. Antiviral activity of bisphosphonates is discussed. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.09.031
• 作为产物：
  描述：

  diisopropyl 2-(chloroethoxy)methylphosphonate 、 4,6-二羟基-2-甲硫基嘧啶 在 sodium hydride 作用下， 以 二甲基亚砜 、 paraffin oil 为溶剂， 以37%的产率得到6-[2-(diisopropoxyphosphorylmethoxy)ethoxy]-4-hydroxy-2-(methylsulfanyl)pyrimidine
  参考文献：
  名称：

  Acyclic nucleoside bisphosphonates: Synthesis and properties of chiral 2-amino-4,6-bis[(phosphonomethoxy)alkoxy]pyrimidines

  摘要：

  2-Amino-4,6-bis[(phosphonomethoxy)alkoxy]pyrimidines bearing two equal or different achiral or chiral phosphonoalkoxy chains have been prepared either by aromatic nucleophilic substitution of 2-amino-4,6-dichloropyrimidine or by alkylation of 4,6-dihydroxy-2-(methylsulfanyl)pyrimidine with appropriate phosphonate-bearing building block. Alkylation of 4,6-dihydroxy-2-(methylsulfanyl)pyrimidine proved to be the method of choice for efficient preparation of variety of bisphosphonates. The enantiomeric purity of selected compounds was determined by capillary electrophoresis. Antiviral activity of bisphosphonates is discussed. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.09.031