(2R,5S)-5-(6-azidohex-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine | 208467-75-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: (2R,5S)-5-(6-azidohex-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine
• CAS: 208467-75-8
• 化学式: C₁₈H₃₃N₅O₂
• 分子量: 351.492
• InChiKey: VMKKKSAWPBCSIN-QAPCUYQASA-N

反应信息

• 作为反应物：
  描述：

  氯甲酸苄酯 、 (2R,5S)-5-(6-azidohex-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine 在 palladium on activated charcoal 氢气 、 碳酸氢钠 作用下， 生成 (2R,5S)-5-(6-benzyloxycarbonylaminohex-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine 、 Bis-[6-((2S,5R)-3,6-diethoxy-5-isopropyl-2-methyl-2,5-dihydro-pyrazin-2-yl)-hexyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis of secondary amines by reductive dimerization of azides

  摘要：

  Hydrogenolysis of azides using hydrogen over 5% palladium-on-charcoal at atmospheric pressure has provided a method for the preparation of symmetrical secondary amines by a reductive dimerization process. In this process, the azide carbons of two azides become attached to an amino nitrogen with concurrent expulsion of five nitrogen atoms. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00262-2
• 作为产物：
  描述：

  (2R,5S)-5-(6-bromohex-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以79%的产率得到(2R,5S)-5-(6-azidohex-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine
  参考文献：
  名称：

  Synthesis of secondary amines by reductive dimerization of azides

  摘要：

  Hydrogenolysis of azides using hydrogen over 5% palladium-on-charcoal at atmospheric pressure has provided a method for the preparation of symmetrical secondary amines by a reductive dimerization process. In this process, the azide carbons of two azides become attached to an amino nitrogen with concurrent expulsion of five nitrogen atoms. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00262-2