acetic acid 4-{2,2,2-trifluuoro-1-[3-(7-methoxy-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonyloxy]ethyl}phenyl ester | 1345614-65-4

• 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: acetic acid 4-{2,2,2-trifluuoro-1-[3-(7-methoxy-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonyloxy]ethyl}phenyl ester
• CAS: 1345614-65-4
• 化学式: C₂₃H₂₆F₃NO₆S
• 分子量: 501.524
• InChiKey: SXOPVMFKXZYLKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  acetic acid 4-{2,2,2-trifluuoro-1-[3-(7-methoxy-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonyloxy]ethyl}phenyl ester 在 硫酸 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 反应 3.5h， 生成 1,11-bis{3-[1-(4-acetoxyphenyl)-2,2,2-trifluoroethoxysulfonyl]propyl}-3,4,8,9,10,11-hexahydro-2H-13-oxa-6,11-diaza-1-azonia-pentacene tetrafluoroborate
  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：

  3,4-二氢-7-羟基-2(1H)-喹啉酮 在 硼烷四氢呋喃络合物 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 acetic acid 4-{2,2,2-trifluuoro-1-[3-(7-methoxy-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonyloxy]ethyl}phenyl 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