methyl 2-[methyl-[(2S)-4-oxo-4-phenyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]amino]acetate | 226985-15-5

• 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: methyl 2-[methyl-[(2S)-4-oxo-4-phenyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]amino]acetate
• CAS: 226985-15-5
• 化学式: C₁₆H₁₇F₃N₂O₅
• 分子量: 374.317
• InChiKey: TWEFFVLCGPUFQQ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  92.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 2-[methyl-[(2S)-4-oxo-4-phenyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]amino]acetate 以 苯 为溶剂， 生成 (2S,3R,5S)-3-Hydroxy-1-methyl-6-oxo-3-phenyl-5-(2,2,2-trifluoro-acetylamino)-piperidine-2-carboxylic acid methyl ester 、 [(3S,5S)-5-Hydroxy-2-oxo-5-phenyl-3-(2,2,2-trifluoro-acetylamino)-piperidin-1-yl]-acetic acid methyl ester 、 [(3S,5R)-5-Hydroxy-2-oxo-5-phenyl-3-(2,2,2-trifluoro-acetylamino)-piperidin-1-yl]-acetic acid methyl ester
  参考文献：
  名称：

  Regio- and stereoselective 1,6-photocyclization of aspartic acid-derived chiral γ-ketoamides

  摘要：

  Chiral cc-acylamino gamma-ketoamides 2 were irradiated and regioisomeric 1,6-cyclization products 3 and 4 obtained in high yields. Symmetrically N,N-disubstituted substrates 2a,b reacted diastereoselectively to give the all-cis products 3a,b in high yields. High 1,3-asymmetric induction was also observed for the unsymmetrically N,N-disubstituted 2d and 2e. The stereoselectivity of these reactions is discussed in terms of SOC-controlled spin inversion geometries. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00448-7
• 作为产物：
  描述：

  (S)-(-)-2-(三氟乙酰胺)琥珀酸酐 在 4-二甲氨基吡啶 、 三氯化铝 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 生成 methyl 2-[methyl-[(2S)-4-oxo-4-phenyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]amino]acetate
  参考文献：
  名称：

  Regio- and stereoselective 1,6-photocyclization of aspartic acid-derived chiral γ-ketoamides

  摘要：

  Chiral cc-acylamino gamma-ketoamides 2 were irradiated and regioisomeric 1,6-cyclization products 3 and 4 obtained in high yields. Symmetrically N,N-disubstituted substrates 2a,b reacted diastereoselectively to give the all-cis products 3a,b in high yields. High 1,3-asymmetric induction was also observed for the unsymmetrically N,N-disubstituted 2d and 2e. The stereoselectivity of these reactions is discussed in terms of SOC-controlled spin inversion geometries. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00448-7