[((S)-2-Acetylamino-4-oxo-4-phenyl-butyryl)-methoxycarbonylmethyl-amino]-acetic acid methyl ester | 226985-09-7

• 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)-2-Acetylamino-4-oxo-4-phenyl-butyryl)-methoxycarbonylmethyl-amino]-acetic acid methyl ester
• 英文别名: methyl 2-[[(2S)-2-acetamido-4-oxo-4-phenylbutanoyl]-(2-methoxy-2-oxoethyl)amino]acetate
• CAS: 226985-09-7
• 化学式: C₁₈H₂₂N₂O₇
• 分子量: 378.382
• InChiKey: MZZLHTIJHGRNLQ-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [((S)-2-Acetylamino-4-oxo-4-phenyl-butyryl)-methoxycarbonylmethyl-amino]-acetic acid methyl ester 以 苯 为溶剂， 以75%的产率得到(2S,3R,5S)-5-Acetylamino-3-hydroxy-1-methoxycarbonylmethyl-6-oxo-3-phenyl-piperidine-2-carboxylic 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：

  N-(2,5-二氧代氧杂戊环-3-基)乙酰胺 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 [((S)-2-Acetylamino-4-oxo-4-phenyl-butyryl)-methoxycarbonylmethyl-amino]-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