3-[7-(tert-butyldimethylsilanyloxy)-3,4-dihydro-2H-quinolin-1-yl]propane-1-sulfonic acid 2,2,2-trifluoro-1-phenylethyl ester | 1345614-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-[7-(tert-butyldimethylsilanyloxy)-3,4-dihydro-2H-quinolin-1-yl]propane-1-sulfonic acid 2,2,2-trifluoro-1-phenylethyl ester
• 英文别名: (2,2,2-trifluoro-1-phenylethyl) 3-[7-[tert-butyl(dimethyl)silyl]oxy-3,4-dihydro-2H-quinolin-1-yl]propane-1-sulfonate
• CAS: 1345614-76-7
• 化学式: C₂₆H₃₆F₃NO₄SSi
• 分子量: 543.723
• InChiKey: CVUIQBNRNVUBSS-UHFFFAOYSA-N

物化性质

• 沸点：
  582.0±50.0 °C(predicted)
• 密度：
  1.176±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.86
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-[7-(tert-butyldimethylsilanyloxy)-3,4-dihydro-2H-quinolin-1-yl]propane-1-sulfonic acid 2,2,2-trifluoro-1-phenylethyl ester 、 3-(7-methoxy-6-(4-nitrophenylazo)-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonic acid 2,2,2-trifluoro-1-phenylethyl ester 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 以55%的产率得到1,11-bis[3-(2,2,2-trifluoro-1-phenylethoxysulfonyl)propyl]-3,4,8,9,10,11-hexahydro-2H-13-oxa-6,11-diaza-1-azonia-pentacene chloride
  参考文献：
  名称：

  Synthesis of Near-IR Fluorescent Oxazine Dyes with Esterase-Labile Sulfonate Esters

  摘要：

  Near-IR oxazine dyes are reported that contain sulfonate esters which are rapidly cleaved by esterase activity to unmask highly polar anionic sulfonates. Strategies for the synthesis of these dyes included the development of milder dye condensation conditions with Improved functional compatibility and the use of an alkyl halide that allows for the Introduction of esterase-labile sulfonates without the need for sulfonation of the target molecule.

  DOI：

  10.1021/ol202619f
• 作为产物：
  描述：

  7-羟基-1,2,3,4-四氢喹啉 在 咪唑 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[7-(tert-butyldimethylsilanyloxy)-3,4-dihydro-2H-quinolin-1-yl]propane-1-sulfonic acid 2,2,2-trifluoro-1-phenylethyl ester
  参考文献：
  名称：

  Synthesis of Near-IR Fluorescent Oxazine Dyes with Esterase-Labile Sulfonate Esters

  摘要：

  Near-IR oxazine dyes are reported that contain sulfonate esters which are rapidly cleaved by esterase activity to unmask highly polar anionic sulfonates. Strategies for the synthesis of these dyes included the development of milder dye condensation conditions with Improved functional compatibility and the use of an alkyl halide that allows for the Introduction of esterase-labile sulfonates without the need for sulfonation of the target molecule.

  DOI：

  10.1021/ol202619f