((3R,4S)-4-Trifluoromethyl-pyrrolidin-3-yl)-methanol | 217096-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: ((3R,4S)-4-Trifluoromethyl-pyrrolidin-3-yl)-methanol
• 英文别名: rel-(3R,4S)-4-(Trifluoromethyl)-3-pyrrolidinemethanol；[(3R,4S)-4-(trifluoromethyl)pyrrolidin-3-yl]methanol
• CAS: 217096-34-9
• 化学式: C₆H₁₀F₃NO
• 分子量: 169.147
• InChiKey: FTCZDLFPXLYLEE-RFZPGFLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-1,4-dihydro-6,7-difluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid difluoroborate ester 、 ((3R,4S)-4-Trifluoromethyl-pyrrolidin-3-yl)-methanol 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 1-Cyclopropyl-6-fluoro-7-((3R,4S)-3-hydroxymethyl-4-trifluoromethyl-pyrrolidin-1-yl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones

  摘要：

  The titled compounds were synthesized and evaluated for in vitro antibacterial activity. The (3R,4S)-3-aminomethyl-4-trifluoromethyl derivative (S-34109) was confirmed to be optimal because of its superior activity against quinolone and methicillin-resistant Staphyrococcus aureus and low side effect potential. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00514-9
• 作为产物：
  描述：

  Ethyl 1-benzyl-4-(trifluoromethyl)-2,5-dihydropyrrole-3-carboxylate 在 platinum(IV) oxide 、 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 、 苯 为溶剂， 生成 ((3R,4S)-4-Trifluoromethyl-pyrrolidin-3-yl)-methanol
  参考文献：
  名称：

  Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones

  摘要：

  The titled compounds were synthesized and evaluated for in vitro antibacterial activity. The (3R,4S)-3-aminomethyl-4-trifluoromethyl derivative (S-34109) was confirmed to be optimal because of its superior activity against quinolone and methicillin-resistant Staphyrococcus aureus and low side effect potential. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00514-9

文献信息

• Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones
  作者：Hideto Fukui、Tetsuo Shibata、Takanobu Naito、Jun Nakano、Tetsuro Maejima、Hisato Senda、Wakao Iwatani、Yoshiyuki Tatsumi、Masahiro Suda、Ta-i Arika

  DOI：10.1016/s0960-894x(98)00514-9

  日期：1998.10

  The titled compounds were synthesized and evaluated for in vitro antibacterial activity. The (3R,4S)-3-aminomethyl-4-trifluoromethyl derivative (S-34109) was confirmed to be optimal because of its superior activity against quinolone and methicillin-resistant Staphyrococcus aureus and low side effect potential. (C) 1998 Elsevier Science Ltd. All rights reserved.