acetic acid 4-[1-(3-chloropropane-1-sulfonyloxy)-2,2,2-trifluoroethyl]phenyl ester | 1345614-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: acetic acid 4-[1-(3-chloropropane-1-sulfonyloxy)-2,2,2-trifluoroethyl]phenyl ester
• CAS: 1345614-61-0
• 化学式: C₁₃H₁₄ClF₃O₅S
• 分子量: 374.765
• InChiKey: KXAIGHJUDJZMBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  acetic acid 4-[1-(3-chloropropane-1-sulfonyloxy)-2,2,2-trifluoroethyl]phenyl ester 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 17.0h， 以97%的产率得到acetic acid 4-[1-(3-iodopropane-1-sulfonyloxy)-2,2,2-trifluoroethyl]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
• 作为产物：
  描述：

  3-氯丙烷磺酰氯 、 4-(2,2,2-trifluoro-1-hydroxyethyl)phenyl acetate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以91%的产率得到acetic acid 4-[1-(3-chloropropane-1-sulfonyloxy)-2,2,2-trifluoroethyl]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