(S,E)-ethyl 4-(2-bromo-N-(1-methoxy-3-methyl-1-oxobutan-2-yl)phenylsulfonamido)but-2-enoate | 1153686-80-6

• 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: (S,E)-ethyl 4-(2-bromo-N-(1-methoxy-3-methyl-1-oxobutan-2-yl)phenylsulfonamido)but-2-enoate
• 英文别名: methyl (2S)-2-[(2-bromophenyl)sulfonyl-[(E)-4-ethoxy-4-oxobut-2-enyl]amino]-3-methylbutanoate
• CAS: 1153686-80-6
• 化学式: C₁₈H₂₄BrNO₆S
• 分子量: 462.362
• InChiKey: VORFVMMYHVKMJJ-YRYLYKBFSA-N

物化性质

• 沸点：
  538.0±60.0 °C(predicted)
• 密度：
  1.369±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S,E)-ethyl 4-(2-bromo-N-(1-methoxy-3-methyl-1-oxobutan-2-yl)phenylsulfonamido)but-2-enoate 在 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以67%的产率得到methyl (2S)-2-[(4Z)-4-(2-ethoxy-2-oxoethylidene)-1,1-dioxo-3H-1lambda6,2-benzothiazin-2-yl]-3-methylbutanoate
  参考文献：
  名称：

  α-Haloarylsulfonamides: multiple cyclization pathways to skeletally diverse benzofused sultams

  摘要：

  The development of new methods to skeletally diverse sultams based oil a central alpha-halo benzene sulfonamide building block is reported. Several salient features of this building block are Utilized ill multiple reaction pathways, including the Fleck reaction, C- and O-arylation, Sonogashira-Pauson-Khand, Sonogashira-intramolecular hydroamination, and domino aza-Michael-Heck for the generation of five-, six-, and seven-membered benzofused bicyclic and tricyclic sultams. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.053
• 作为产物：
  描述：

  4-溴巴豆酸乙酯 、 methyl (2S)-2-[(2-bromophenyl)sulfonylamino]-3-methylbutanoate 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 以201 mg的产率得到(S,E)-ethyl 4-(2-bromo-N-(1-methoxy-3-methyl-1-oxobutan-2-yl)phenylsulfonamido)but-2-enoate
  参考文献：
  名称：

  α-Haloarylsulfonamides: multiple cyclization pathways to skeletally diverse benzofused sultams

  摘要：

  The development of new methods to skeletally diverse sultams based oil a central alpha-halo benzene sulfonamide building block is reported. Several salient features of this building block are Utilized ill multiple reaction pathways, including the Fleck reaction, C- and O-arylation, Sonogashira-Pauson-Khand, Sonogashira-intramolecular hydroamination, and domino aza-Michael-Heck for the generation of five-, six-, and seven-membered benzofused bicyclic and tricyclic sultams. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.053