(2R,5S)-5-(4-azidobut-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine | 208467-73-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: (2R,5S)-5-(4-azidobut-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine
• 英文别名: (2R,5S)-5-(4-azidobutyl)-3,6-diethoxy-5-methyl-2-propan-2-yl-2H-pyrazine
• CAS: 208467-73-6
• 化学式: C₁₆H₂₉N₅O₂
• 分子量: 323.439
• InChiKey: UTEUYXNSFNONMZ-CJNGLKHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  57.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  氯甲酸苄酯 、 (2R,5S)-5-(4-azidobut-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-(4-benzyloxycarbonylaminobut-1-yl)-3,6-diethoxy-2,5-dihydro-2-isopropyl-5-methylpyrazine 、 Bis-[4-((2S,5R)-3,6-diethoxy-5-isopropyl-2-methyl-2,5-dihydro-pyrazin-2-yl)-butyl]-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-(4-bromobut-1-yl)-2,5-dihydro-2-isopropyl-3,6-diethoxy-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78%的产率得到(2R,5S)-5-(4-azidobut-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