(S)-4,4,4-Trifluoro-3-methyl-butyric acid | 1009079-95-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-4,4,4-Trifluoro-3-methyl-butyric acid
• 英文别名: (S)-4,4,4-trifluoro-3-methylbutanoic acid；(3S)-4,4,4-trifluoro-3-methylbutanoic acid
• CAS: 1009079-95-1
• 化学式: C₅H₇F₃O₂
• 分子量: 156.105
• InChiKey: FFZMMBKGTNDVRX-VKHMYHEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-4,4,4-Trifluoro-3-methyl-butyric acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 (S)-(-)-4,4,4-Trifluor-3-methyl-1-butanol
  参考文献：
  名称：

  三乙基硼烷介导的碘代三氟甲烷手性酰亚胺烯酸酯的非对映选择性三氟甲基化

  摘要：

  三乙基硼介导的手性N-酰基恶唑烷酮与碘代三氟甲基蒽的锂基端基的锂三氟甲基化反应进行时，非对映异构体过量。

  DOI：

  10.1016/0957-4166(94)80046-4
• 作为产物：
  描述：

  (S)-4,4,4-Trifluoro-3-methyl-butyronitrile 在 氢溴酸 作用下， 反应 18.0h， 生成 (S)-4,4,4-Trifluoro-3-methyl-butyric acid
  参考文献：
  名称：

  三乙基硼烷介导的碘代三氟甲烷手性酰亚胺烯酸酯的非对映选择性三氟甲基化

  摘要：

  三乙基硼介导的手性N-酰基恶唑烷酮与碘代三氟甲基蒽的锂基端基的锂三氟甲基化反应进行时，非对映异构体过量。

  DOI：

  10.1016/0957-4166(94)80046-4

文献信息

• Haloalkyl-substituted pyrimidinone derivatives
  申请人：Blum A. Charles

  公开号：US20080090845A1

  公开（公告）日：2008-04-17

  Haloalkyl-substituted pyrimidinone derivatives are provided, of the Formula: wherein variables are as described herein. Such compounds are ligands that may be used to modulate specific receptor activity in vivo or in vitro, and are particularly useful in the treatment of conditions associated with pathological receptor activation in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for using such compounds to treat such disorders are provided, as are methods for using such ligands for receptor localization studies.

  提供了Haloalkyl-取代的嘧啶酮衍生物，其化学式为：其中变量如本文所述。这些化合物是配体，可用于调节体内或体外特定受体活性，并且在治疗与人类、家养伴侣动物和家畜动物的病理性受体激活相关的疾病方面特别有用。还提供了用于治疗此类疾病的制药组合物和方法，以及使用此类配体进行受体定位研究的方法。
• Oxazoline−Oxazinone Oxidative Rearrangement. Divergent Syntheses of (2<i>S</i>,3<i>S</i>)-4,4,4-Trifluorovaline and (2<i>S</i>,4<i>S</i>)-5,5,5-Trifluoroleucine
  作者：Julie A. Pigza、Tim Quach、Tadeusz F. Molinski

  DOI：10.1021/jo900654y

  日期：2009.8.7

  Stereoselective syntheses of the valuable fluorinated amino acids (2S,3S)-4,4,4-trifluorovaline and (2S,4S)-5,5,5-trifluoroleucine have been achieved starting from 4,4,4-trifluoro-3-methylbutanoic acid by using a conceptually simple transformation: conversion to a chiral oxazoline, SeO2-promoted oxidative rearrangement to the dihydro-2H-oxazinone, and face-selective hydrogenation of the C=N bond, followed by hydrogenolysis-hydrolysis. The transformation is limited by the tendency of the intermediate beta-trifluoromethyldihydrooxazinone to undergo imine-enamine isomerization. Both amino acids were obtained as configurationally pure hydrochloride salts identical in all respects with those in literature reports,
• Diastereoselective trifluoromethylation of chiral imide enolates with iodotrifluoromethane mediated by triethylborane
  作者：Katsuhiko Iseki、Takabumi Nagai、Yoshiro Kobayashi

  DOI：10.1016/0957-4166(94)80046-4

  日期：1994.6

  The trifluoromethylation of lithium enotates of chiral N-acyloxazolidinones with iodotriftuoromcthane mediated by triethylborone proceeds with good diastereomeric excess.

  三乙基硼介导的手性N-酰基恶唑烷酮与碘代三氟甲基蒽的锂基端基的锂三氟甲基化反应进行时，非对映异构体过量。