| 1450893-74-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• CAS: 1450893-74-9
• 化学式: C₁₆H₂₁NO₄S₂
• 分子量: 355.479
• InChiKey: RVTOZZLAWSXJSH-BBRMVZONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  23.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 N,N-diallyl (1R,2R)-2-(azidomethyl)-1-(2-thienyl)-cyclopropanecarboxamide
  参考文献：
  名称：

  A Practical Kilogram-Scale Process to a Milnacipran Analogue, N,N-Diallyl (1R, 2R)-2-(Aminomethyl)-1-(2-thienyl)cyclopropanecarboxamide

  摘要：

  A robust chemical process to produce N,N-diallyl (1R,2R)-2-(aminomethyl)-1-(2-thienyl)-cyclopropanecarboxamide (2) has been developed and optimized. This unique process, employing the MsCl/NaN3 and Zn/NH4Cl system, overcomes many pitfalls of the literature reported processes, which mostly use chromatographic purification and catalytic hydrogenation with Pd/C. In addition, this novel process overcomes the safety concern with handling amide azide (8), as demonstrated by the results of the drop weight test and differential scanning calorimetry (DSC). This process has been successfully scaled-up to prepare several multikilogram batches of the target compound with overall yields of 80%, which is 15 times higher than those of reported procedures.

  DOI：

  10.1021/op3001542
• 作为产物：
  描述：

  在 aluminum (III) chloride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  A Practical Kilogram-Scale Process to a Milnacipran Analogue, N,N-Diallyl (1R, 2R)-2-(Aminomethyl)-1-(2-thienyl)cyclopropanecarboxamide

  摘要：

  A robust chemical process to produce N,N-diallyl (1R,2R)-2-(aminomethyl)-1-(2-thienyl)-cyclopropanecarboxamide (2) has been developed and optimized. This unique process, employing the MsCl/NaN3 and Zn/NH4Cl system, overcomes many pitfalls of the literature reported processes, which mostly use chromatographic purification and catalytic hydrogenation with Pd/C. In addition, this novel process overcomes the safety concern with handling amide azide (8), as demonstrated by the results of the drop weight test and differential scanning calorimetry (DSC). This process has been successfully scaled-up to prepare several multikilogram batches of the target compound with overall yields of 80%, which is 15 times higher than those of reported procedures.

  DOI：

  10.1021/op3001542