(S)-4-(2,2,2-Trifluoro-acetylamino)-pentanoic acid methyl ester | 186909-91-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-4-(2,2,2-Trifluoro-acetylamino)-pentanoic acid methyl ester
• 英文别名: methyl (4S)-4-[(2,2,2-trifluoroacetyl)amino]pentanoate
• CAS: 186909-91-1
• 化学式: C₈H₁₂F₃NO₃
• 分子量: 227.183
• InChiKey: KAFZKBHBGADMFM-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-4-(2,2,2-Trifluoro-acetylamino)-pentanoic acid methyl ester 在 六甲基磷酰三胺 、 水 、 lithium diisopropyl amide 作用下， 反应 2.08h， 生成 (3R,5S)-3-Allyl-5-methyl-pyrrolidin-2-one
  参考文献：
  名称：

  1,3-Asymmetric induction in enolate alkylation reactions of N-protected γ-amino acid derivatives

  摘要：

  Dianions derived from N-TFA and N-Boc gamma-amino acid esters and amides undergo highly stereoselective alpha-alkylation reactions The roles of HMPA, of the cation, the electrophile, and of steric factors were studied. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02263-0
• 作为产物：
  描述：

  (E)-(S)-4-tert-Butoxycarbonylamino-pent-2-enoic acid methyl ester 在 palladium on activated charcoal 氢气 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 生成 (S)-4-(2,2,2-Trifluoro-acetylamino)-pentanoic acid methyl ester
  参考文献：
  名称：

  1,3-Asymmetric induction in enolate alkylation reactions of N-protected γ-amino acid derivatives

  摘要：

  Dianions derived from N-TFA and N-Boc gamma-amino acid esters and amides undergo highly stereoselective alpha-alkylation reactions The roles of HMPA, of the cation, the electrophile, and of steric factors were studied. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02263-0

文献信息

• 1,3-Asymmetric induction in enolate alkylation reactions of N-protected γ-amino acid derivatives
  作者：Stephen Hanessian、Robert Schaum

  DOI：10.1016/s0040-4039(96)02263-0

  日期：1997.1

  Dianions derived from N-TFA and N-Boc gamma-amino acid esters and amides undergo highly stereoselective alpha-alkylation reactions The roles of HMPA, of the cation, the electrophile, and of steric factors were studied. Copyright (C) 1996 Elsevier Science Ltd