5-Amino-3-methyl-1-penten-3-ol | 73159-81-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-Amino-3-methyl-1-penten-3-ol
• 英文别名: 5-amino-3-methylpent-1-en-3-ol
• CAS: 73159-81-6
• 化学式: C₆H₁₃NO
• 分子量: 115.175
• InChiKey: QCANOJXVBPWCST-UHFFFAOYSA-N

物化性质

• 沸点：
  199.2±20.0 °C(Predicted)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Amino-3-methyl-1-penten-3-ol 在 magnesium sulfate silver tetrafluoroborate 、 2,6-bis(diphenylphosphinomethyl)pyridine dichloropalladium 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 tert-butyl 3-hydroxy-2,3-dimethylpyrrolidine-1-carboxylate
  参考文献：
  名称：

  未活化烯烃的室温钯催化分子内加氢胺化

  摘要：

  描述了一种温和且简便的 Pd 催化的未活化烯烃的分子内加氢胺化。该反应在室温下发生并且可以耐受合成有用的酸敏感官能团。加氢胺化产物而不是氧化胺化产物的形成是由于在 Pd 上使用了三齿配体，它有效地抑制了 β-氢化物的消除。

  DOI：

  10.1021/ja060126h
• 作为产物：
  描述：

  1-氯-2-甲基丁-3-烯-2-醇 在 lithium aluminium tetrahydride 、 18-冠醚-6 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 5.0h， 生成 5-Amino-3-methyl-1-penten-3-ol
  参考文献：
  名称：

  Sila-Riechstoffe und Riechstoff-Isostere, 13. Mitt.Grimmsche Hydridisostere im Bereich der Duftstoffklasse des Linalools

  摘要：

  Substitution of the (CH3)(3)CH=CH group by (CH3)(2)C=N in linalool as well as by the (CPT3)(2)CH-CH2 group in linalool and in sila-linalool does not lead to noticeable changes of their scent qualities. On the contrary, substitution of the OH group at the tertiary C atom by NH2 or CH3 - hydride isosteric to OH according to Grimm - affords fishy or etheric instead of the original flowery smells thus indicating a transition to different basic classes of odor. Similar results were obtained with the linalool-like scents of benzyldimethylcarbinol and phenylethyldimethylcarbinol. Therefore the theory of Amoore, after which only shape and size of molecules are ruling their odor qualities, must be called in question.

  DOI：

  10.1007/bf00813801

文献信息

• Sauleau,A. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1979, vol. 289, p. 105 - 108
  作者：Sauleau,A. et al.

  DOI：——

  日期：——
• SAULEAU A.; SAULEAU J.; HUET J., C. R. ACAD. SCI., 1979 C 289, NO 3, 105-108
  作者：SAULEAU A.、 SAULEAU J.、 HUET J.

  DOI：——

  日期：——
• Sila-Riechstoffe und Riechstoff-Isostere, 13. Mitt.Grimmsche Hydridisostere im Bereich der Duftstoffklasse des Linalools
  作者：U. Wannagat、V. Damrath、U. Harder

  DOI：10.1007/bf00813801

  日期：1994.11

  Substitution of the (CH3)(3)CH=CH group by (CH3)(2)C=N in linalool as well as by the (CPT3)(2)CH-CH2 group in linalool and in sila-linalool does not lead to noticeable changes of their scent qualities. On the contrary, substitution of the OH group at the tertiary C atom by NH2 or CH3 - hydride isosteric to OH according to Grimm - affords fishy or etheric instead of the original flowery smells thus indicating a transition to different basic classes of odor. Similar results were obtained with the linalool-like scents of benzyldimethylcarbinol and phenylethyldimethylcarbinol. Therefore the theory of Amoore, after which only shape and size of molecules are ruling their odor qualities, must be called in question.
• Room Temperature Palladium-Catalyzed Intramolecular Hydroamination of Unactivated Alkenes
  作者：Forrest E. Michael、Brian M. Cochran

  DOI：10.1021/ja060126h

  日期：2006.4.5

  A mild and facile Pd-catalyzed intramolecular hydroamination of unactivated alkenes is described. This reaction takes place at room temperature and is tolerant of synthetically useful acid-sensitive functional groups. The formation of hydroamination products rather than oxidative amination products is due to the use of a tridentate ligand on Pd which effectively inhibits beta-hydride elimination.

  描述了一种温和且简便的 Pd 催化的未活化烯烃的分子内加氢胺化。该反应在室温下发生并且可以耐受合成有用的酸敏感官能团。加氢胺化产物而不是氧化胺化产物的形成是由于在 Pd 上使用了三齿配体，它有效地抑制了 β-氢化物的消除。