N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-2,2-dimethyl-3-phenylpropanamide | 572873-67-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-2,2-dimethyl-3-phenylpropanamide
• CAS: 572873-67-7
• 化学式: C₁₆H₂₅NO₂
• 分子量: 263.38
• InChiKey: WYHLBITWZMUNOW-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  sodium methylate 、 N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-2,2-dimethyl-3-phenylpropanamide 在 碳酸二甲酯 作用下， 反应 48.0h， 以63%的产率得到methyl 2,2-dimethyl-3-phenylpropionate
  参考文献：
  名称：

  A simple method removing 2-oxazolidinone and 2-hydroxyethylamine auxiliaries in methoxide–carbonate systems for synthesis of planar-chiral nicotinate

  摘要：

  A facile and practical removal of 2-oxazolidinone and 2-hydroxyethylamine auxiliaries was accomplished by treating the corresponding N-acyl-2-oxazolidin one and N-(2-hydroxyethyl)amide derivatives in simple methoxide-carbonate systems. The presence of excess DMC (dimethyl carbonate) accelerates the N-acyl bond cleavage for those substrates under mild reaction conditions, and the present method was found to be useful especially for the synthesis of planar-chiral nicotinate. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00698-1
• 作为产物：
  描述：

  L-缬氨醇 、 2,2-dimethyl-3-phenylpropanoyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-2,2-dimethyl-3-phenylpropanamide
  参考文献：
  名称：

  A simple method removing 2-oxazolidinone and 2-hydroxyethylamine auxiliaries in methoxide–carbonate systems for synthesis of planar-chiral nicotinate

  摘要：

  A facile and practical removal of 2-oxazolidinone and 2-hydroxyethylamine auxiliaries was accomplished by treating the corresponding N-acyl-2-oxazolidin one and N-(2-hydroxyethyl)amide derivatives in simple methoxide-carbonate systems. The presence of excess DMC (dimethyl carbonate) accelerates the N-acyl bond cleavage for those substrates under mild reaction conditions, and the present method was found to be useful especially for the synthesis of planar-chiral nicotinate. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00698-1

文献信息

• A simple method removing 2-oxazolidinone and 2-hydroxyethylamine auxiliaries in methoxide–carbonate systems for synthesis of planar-chiral nicotinate
  作者：Nobuhiro Kanomata、Satoshi Maruyama、Katsuhito Tomono、Shinnosuke Anada

  DOI：10.1016/s0040-4039(03)00698-1

  日期：2003.4

  A facile and practical removal of 2-oxazolidinone and 2-hydroxyethylamine auxiliaries was accomplished by treating the corresponding N-acyl-2-oxazolidin one and N-(2-hydroxyethyl)amide derivatives in simple methoxide-carbonate systems. The presence of excess DMC (dimethyl carbonate) accelerates the N-acyl bond cleavage for those substrates under mild reaction conditions, and the present method was found to be useful especially for the synthesis of planar-chiral nicotinate. (C) 2003 Elsevier Science Ltd. All rights reserved.