(S)-Chroman-3-yl-dipropyl-amine | 170306-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (S)-Chroman-3-yl-dipropyl-amine
• 英文别名: (3S)-N,N-dipropyl-3,4-dihydro-2H-chromen-3-amine
• CAS: 170306-78-2
• 化学式: C₁₅H₂₃NO
• 分子量: 233.354
• InChiKey: AFJZCPCUPUMAIA-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-Chroman-3-yl-dipropyl-amine 、 碘甲烷 在 Cr(CO)5 、 双(三甲基硅烷基)氨基钾 作用下， 生成 ((3S,4R)-4-Methyl-chroman-3-yl)-dipropyl-amine
  参考文献：
  名称：

  Alkylation of Tricarbonylchromium-Stabilized Benzylic Anions of 3-(Dipropylamino)chroman

  摘要：

  Tricarbonylchromium complexes of racemic and resolved 3-(dipropylamino)chromans were prepared. Benzylic alkylation of the complexes provided access to 4-alkylated derivatives. Alkylations of the endo complex gave only the expected trans products. Unexpectedly, the exo complex predominantly (with methyl iodide) or almost exclusively (with allyl and benzyl bromide) produced the trans derivatives. Steric effects and the nature of the electrophiles appear to direct the outcome of the alkylations.

  DOI：

  10.1021/jo980133r
• 作为产物：
  描述：

  Benzyl-(S)-chroman-3-yl-amine; hydrochloride 在 palladium on activated charcoal 萘 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (S)-Chroman-3-yl-dipropyl-amine
  参考文献：
  名称：

  Alkylation of Tricarbonylchromium-Stabilized Benzylic Anions of 3-(Dipropylamino)chroman

  摘要：

  Tricarbonylchromium complexes of racemic and resolved 3-(dipropylamino)chromans were prepared. Benzylic alkylation of the complexes provided access to 4-alkylated derivatives. Alkylations of the endo complex gave only the expected trans products. Unexpectedly, the exo complex predominantly (with methyl iodide) or almost exclusively (with allyl and benzyl bromide) produced the trans derivatives. Steric effects and the nature of the electrophiles appear to direct the outcome of the alkylations.

  DOI：

  10.1021/jo980133r