3-(1-azidocyclohexyl)-N-methoxy-N-methylpropanamide | 1258206-71-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(1-azidocyclohexyl)-N-methoxy-N-methylpropanamide
• CAS: 1258206-71-1
• 化学式: C₁₁H₂₀N₄O₂
• 分子量: 240.305
• InChiKey: OBWADFQTCAMCRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  78.3
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-[methoxy(methyl)amino]-2-oxoethanesulfonyl azide 、 亚甲基环己烷 在 偶氮叔丁烷 作用下， 以 叔丁醇 为溶剂， 反应 2.0h， 以82%的产率得到3-(1-azidocyclohexyl)-N-methoxy-N-methylpropanamide
  参考文献：
  名称：

  Efficient Carboazidation of Alkenes Using a Radical Desulfonylative Azide Transfer Process

  摘要：

  The radical-mediated carboazidation of terminal alkenes using electrophilic alkanesulfonyl azides is reported. A single reagent delivers the necessary electrophilic alkyl radical as well as the azido group, and good yields are obtained by using a moderate excess of the carboazidating reagent (1.5-2 equiv). Interestingly, in addition to the starting sulfonyl azide, this method requires only the use of a radical initiator, di-tert-butyldiazene. In terms of atom economy, this azide transfer reaction is close to ideal, as SO2 (1 equiv) is the only side product. The synthetic potential of this process has been demonstrated by a formal synthesis of the alkaloid lepadiformine C.

  DOI：

  10.1021/ja1068036