N-(3-羟基-1-苯基丙基)-N-甲基丁酰胺 | 184593-03-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: N-(3-羟基-1-苯基丙基)-N-甲基丁酰胺
• 英文名称: (+/-)-N-(3-hydroxy-1-phenylpropyl)-N-methyl-butanamide
• 英文别名: N-(3-Hydroxy-1-phenylpropyl)-N-methylbutanamide；N-(3-hydroxy-1-phenylpropyl)-N-methylbutanamide
• CAS: 184593-03-1
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: VNQKQMOLDJSDGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-羟基-1-苯基丙基)-N-甲基丁酰胺 、 碘甲烷 在 六甲基磷酰三胺 、 仲丁基锂 作用下， 生成
  参考文献：
  名称：

  Origins of diastereoselectivity in the alkylation of N-substituted lactams and amides derived from optically active aminoalcohols

  摘要：

  The origins of diastereoselectivity in the alkylation of lactams la and Ib and amides 6a and 6b are discussed. A rigid intermediate in which the pyramidalized amide nitrogen chelated the alkoxide lithium cation is invoked. Further experiments conducted with different substrates' are in agreement with the proposed model, Furthermore this model can explain the differences observed previously between ephedrine and pseudoephedrine amide alkylation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00374-6
• 作为产物：
  描述：

  3-氨基-3-苯基-1-丙醇 在 sodium hydroxide 、 lithium aluminium tetrahydride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-(3-羟基-1-苯基丙基)-N-甲基丁酰胺
  参考文献：
  名称：

  Origins of diastereoselectivity in the alkylation of N-substituted lactams and amides derived from optically active aminoalcohols

  摘要：

  The origins of diastereoselectivity in the alkylation of lactams la and Ib and amides 6a and 6b are discussed. A rigid intermediate in which the pyramidalized amide nitrogen chelated the alkoxide lithium cation is invoked. Further experiments conducted with different substrates' are in agreement with the proposed model, Furthermore this model can explain the differences observed previously between ephedrine and pseudoephedrine amide alkylation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00374-6

文献信息

• Origins of diastereoselectivity in the alkylation of N-substituted lactams and amides derived from optically active aminoalcohols
  作者：Laurent Micouin、Valérie Jullian、Jean-Charles Quirion、Henri-Philippe Husson

  DOI：10.1016/0957-4166(96)00374-6

  日期：1996.10

  The origins of diastereoselectivity in the alkylation of lactams la and Ib and amides 6a and 6b are discussed. A rigid intermediate in which the pyramidalized amide nitrogen chelated the alkoxide lithium cation is invoked. Further experiments conducted with different substrates' are in agreement with the proposed model, Furthermore this model can explain the differences observed previously between ephedrine and pseudoephedrine amide alkylation. Copyright (C) 1996 Elsevier Science Ltd