3,3-dichloro-1-(4-nitrophenylsulfonyl)-4-phenylazetidin-2-one | 1067191-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 3,3-dichloro-1-(4-nitrophenylsulfonyl)-4-phenylazetidin-2-one
• CAS: 1067191-17-6
• 化学式: C₁₅H₁₀Cl₂N₂O₅S
• 分子量: 401.227
• InChiKey: LKKFKWLNMTVTOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  97.59
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3,3-dichloro-1-(4-nitrophenylsulfonyl)-4-phenylazetidin-2-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以78%的产率得到N-(2,2-dichloro-3-hydroxy-1-phenylpropyl)-4-nitrobenzenesulfonamide
  参考文献：
  名称：

  A Novel Synthesis of 1-Nosyl 3,3-Dichloro-β-Lactams and Derivatives

  摘要：

  We report herein an efficient and simple route to synthesize I-nosyl 3,3-dichloro-beta-lactams using a Staudinger reaction between N-nosyl imines and dichloroketene. The resulting dichloroazetidines were opened to afford highly functionalized building blocks.

  DOI：

  10.1021/jo8014193
• 作为产物：
  描述：

  二氯乙酰氯 、 4-nitro-N-[(1E)-phenylmethylidene]benzene-1-sulfonamide 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到3,3-dichloro-1-(4-nitrophenylsulfonyl)-4-phenylazetidin-2-one
  参考文献：
  名称：

  A Novel Synthesis of 1-Nosyl 3,3-Dichloro-β-Lactams and Derivatives

  摘要：

  We report herein an efficient and simple route to synthesize I-nosyl 3,3-dichloro-beta-lactams using a Staudinger reaction between N-nosyl imines and dichloroketene. The resulting dichloroazetidines were opened to afford highly functionalized building blocks.

  DOI：

  10.1021/jo8014193

文献信息

• A Novel Synthesis of 1-Nosyl 3,3-Dichloro-β-Lactams and Derivatives
  作者：Francisco Tato、Vincent Reboul、Patrick Metzner

  DOI：10.1021/jo8014193

  日期：2008.10.3

  We report herein an efficient and simple route to synthesize I-nosyl 3,3-dichloro-beta-lactams using a Staudinger reaction between N-nosyl imines and dichloroketene. The resulting dichloroazetidines were opened to afford highly functionalized building blocks.