N'-Perfluorobutanesulfonyl-N,N-cyclo(ethyleneoxyethylene)acetamidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N'-Perfluorobutanesulfonyl-N,N-cyclo(ethyleneoxyethylene)acetamidine
• 英文别名: N-perfluorobutanesulfonyl-1-(morpholin-1-yl)ethylidenamine
• 化学式: C₁₀H₁₁F₉N₂O₃S
• 分子量: 410.261
• InChiKey: ZVPVNWFHTPJXNA-CGOBSMCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  58.97
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  perfluorobutanesulfonyl azide 、 ethyl 3-morpholinocrotonate 以 二氯甲烷 为溶剂， 反应 0.5h， 以81%的产率得到N'-Perfluorobutanesulfonyl-N,N-cyclo(ethyleneoxyethylene)acetamidine
  参考文献：
  名称：

  Reactions of per(poly)-fluoroalkanesulfonyl azides with β-ketoester enamines, a new route to N-per(poly) fluoroalkanesulfonyl amidines

  摘要：

  Per(poly)-fluoroalkanesulfonyl azides reacted readily with beta-ketoester enamines to afford good yields of N-per(poly)-fluoro-alkanesulfonyl amidines and diazoacetates. Similarly, treatment of the azides with the cycle analogues ethyl 2-(1-morpholine) 1-cyclopentenecarboxylate gave amidines containing diazo groups. The reaction mechanisms and solvent effects are discussed. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00244-x

文献信息

• A new method for the synthesis of N-protected β-amino-α-keto esters from fluoroalkanesulfonylazides and α-keto esters
  作者：Shizheng Zhu、Guifang Jin、Yong Xu

  DOI：10.1016/s0040-4020(03)00622-7

  日期：2003.6

  In the presence of a secondary amine, treatment of α-keto esters with fluoroalkanesulfonyl azides at room temperature afforded N-sulfonyl protected β-amino-α-keto esters in good to excellent yields. This reaction provided a novel, direct and convenient access to N-sulfonyl protected β-amino-α-keto esters from α-keto esters and fluoroalkanesulfonyl azides under mild conditions. However, the reaction

  在仲胺的存在下，在室温下用氟代链烷磺酰基叠氮化物处理α-酮酯，得到良好收率的N-磺酰基保护的β-氨基-α-酮酯。该反应提供了在温和条件下从α-酮酯和氟代链烷磺酰基叠氮化物获得N-磺酰基保护的β-氨基-α-酮酯的新颖，直接和方便的途径。然而，氟代烷烃磺酰基叠氮化物与β-酮酯烯胺的反应提供了两种产物：N-氟代烷烃磺酰基am和重氮乙酸酯。讨论了反应机理。
• Reactions of per(poly)-fluoroalkanesulfonyl azides with β-ketoester enamines, a new route to N-per(poly) fluoroalkanesulfonyl amidines
  作者：Yong Xu、Yanli Wang、Shizheng Zhu

  DOI：10.1016/s0022-1139(00)00244-x

  日期：2000.7

  Per(poly)-fluoroalkanesulfonyl azides reacted readily with beta-ketoester enamines to afford good yields of N-per(poly)-fluoro-alkanesulfonyl amidines and diazoacetates. Similarly, treatment of the azides with the cycle analogues ethyl 2-(1-morpholine) 1-cyclopentenecarboxylate gave amidines containing diazo groups. The reaction mechanisms and solvent effects are discussed. (C) 2000 Elsevier Science S.A. All rights reserved.