S-(1-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)-4,4,4-trifluorobutan-2-yl) O-octadecyl carbonodithioate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: S-(1-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)-4,4,4-trifluorobutan-2-yl) O-octadecyl carbonodithioate
• 英文别名: O-octadecyl [1-(3,7-dimethyl-2,6-dioxopurin-1-yl)-4,4,4-trifluorobutan-2-yl]sulfanylmethanethioate
• 化学式: C₃₀H₄₉F₃N₄O₃S₂
• 分子量: 634.871
• InChiKey: WOAVJQUDLDAODA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  42
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  S-(1-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)-4,4,4-trifluorobutan-2-yl) O-octadecyl carbonodithioate 在 磷酸 、 三乙胺 、 偶氮二异丁腈 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.25h， 以74%的产率得到3,7-dimethyl-1-(4,4,4-trifluorobutyl)-1H-purine-2,6(3H,7H)-dione
  参考文献：
  名称：

  A Convenient Metal-Free Reagent for the Generation and Capture of Trifluoromethanethiol

  摘要：

  0-Octadecyl-S-trifluorothiolcarbonate is a cheap and storable crystalline source of trifluoromethanethiol that can be prepared in two steps on a multigram scale from trifluoroacetic anhydride and sodium 0-octadecyl-dithiocarbonate (xanthate). It reacts directly with gramines or with alpha-bromoketones and -esters in the presence of KF and pyrrolidine to give the corresponding trifluoromethyl sulfides in generally high yield.

  DOI：

  10.1021/ol403038f
• 作为产物：
  描述：

  硬脂醇 在 咪唑 、 过氧化双月桂酰 、 sodium hydride 作用下， 以 四氢呋喃 、 环己烷 、 乙酸乙酯 、 mineral oil 为溶剂， 反应 22.83h， 生成 S-(1-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)-4,4,4-trifluorobutan-2-yl) O-octadecyl carbonodithioate
  参考文献：
  名称：

  A Convenient Metal-Free Reagent for the Generation and Capture of Trifluoromethanethiol

  摘要：

  0-Octadecyl-S-trifluorothiolcarbonate is a cheap and storable crystalline source of trifluoromethanethiol that can be prepared in two steps on a multigram scale from trifluoroacetic anhydride and sodium 0-octadecyl-dithiocarbonate (xanthate). It reacts directly with gramines or with alpha-bromoketones and -esters in the presence of KF and pyrrolidine to give the corresponding trifluoromethyl sulfides in generally high yield.

  DOI：

  10.1021/ol403038f

文献信息

• A Convenient Metal-Free Reagent for the Generation and Capture of Trifluoromethanethiol
  作者：Shi-Guang Li、Samir Z. Zard

  DOI：10.1021/ol403038f

  日期：2013.11.15

  0-Octadecyl-S-trifluorothiolcarbonate is a cheap and storable crystalline source of trifluoromethanethiol that can be prepared in two steps on a multigram scale from trifluoroacetic anhydride and sodium 0-octadecyl-dithiocarbonate (xanthate). It reacts directly with gramines or with alpha-bromoketones and -esters in the presence of KF and pyrrolidine to give the corresponding trifluoromethyl sulfides in generally high yield.