(S)-4-(4-(4,4,4-trifluorobutoxy)benzyloxy)-2-methylbutan-1-ol | 1350642-18-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-(4-(4,4,4-trifluorobutoxy)benzyloxy)-2-methylbutan-1-ol
• 英文别名: (2S)-2-methyl-4-[[4-(4,4,4-trifluorobutoxy)phenyl]methoxy]butan-1-ol
• CAS: 1350642-18-0
• 化学式: C₁₆H₂₃F₃O₃
• 分子量: 320.352
• InChiKey: IRPOGPKNMMOCTL-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-4-(4-(4,4,4-trifluorobutoxy)benzyloxy)-2-methylbutan-1-ol 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (S)-((S)-2-methyl-4-(4-(4,4,4-trifluorobutoxy)phenoxy)butyl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Synthesis and Spectroscopic Analysis of a Stereoisomer Library of the Phytophthora Mating Hormone α1 and Derived Bis-Mosher Esters

  摘要：

  Fluorous mixture synthesis provided all eight diastereomers of the phytophthora hormone alpha 1 with the R configuration at C11 as individual samples after demixing and detagging. The library of all possible bis-Mosher esters (16) was then made by esterification. Complete sets of H-1, C-13, and (for the Mosher esters) F-19 NMR spectra were recorded, assigned, and compared with each other and with published spectra. Not all of the spectra are unique, and the H-1 NMR spectra of the Mosher esters provided the most information. The previous assignment of the natural sample as an "all-R" stereoisomer mixed with its 3S-epimer was confirmed.

  DOI：

  10.1021/ja2082679