3-Methyl-2-[(2R,3R)-3-(2-methylcarbamoyl-benzoylamino)-2-methylsulfinamoyl-4-oxo-azetidin-1-yl]-but-2-enoic acid 4-nitro-benzyl ester | 153785-15-0

• 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-Methyl-2-[(2R,3R)-3-(2-methylcarbamoyl-benzoylamino)-2-methylsulfinamoyl-4-oxo-azetidin-1-yl]-but-2-enoic acid 4-nitro-benzyl ester
• 英文别名: (4-nitrophenyl)methyl 3-methyl-2-[(2R,3R)-3-[[2-(methylcarbamoyl)benzoyl]amino]-2-methylsulfinamoyl-4-oxoazetidin-1-yl]but-2-enoate
• CAS: 153785-15-0
• 化学式: C₂₅H₂₇N₅O₈S
• 分子量: 557.584
• InChiKey: ZRNZVTFAZYHBGT-XDGITOQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  199
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-Methyl-2-[(2R,3R)-3-(2-methylcarbamoyl-benzoylamino)-2-methylsulfinamoyl-4-oxo-azetidin-1-yl]-but-2-enoic acid 4-nitro-benzyl ester 在 甲酸 、 双氧水 作用下， 以 二氯甲烷 为溶剂， 以79.5%的产率得到3-Methyl-2-[(2R,3R)-3-(2-methylcarbamoyl-benzoylamino)-2-methylsulfamoyl-4-oxo-azetidin-1-yl]-but-2-enoic acid 4-nitro-benzyl ester
  参考文献：
  名称：

  New functionalized monocyclic beta-lactams suitable precursors for anhydro 2-azacephams

  摘要：

  The anhydro 2-azacephams 9 were prepared starting from penicillanate sulphoxides 1 via 4-aminosulphinyl-2-oxoazetidines 3 and 4 and 4-aminosulphonyl-2-oxoazetidines 6 and 8. New functionalized monocyclic beta-lactams 5 and 7 were also produced as precursors for other beta-lactam species.

  DOI：

  10.1016/s0040-4020(01)80182-4
• 作为产物：
  描述：

  6-phthalimidopenicillanate sulphoxide p-nitrobenzyl ester 在 N-氯代丁二酰亚胺 作用下， 以 甲苯 为溶剂， 反应 4.5h， 生成 3-Methyl-2-[(2R,3R)-3-(2-methylcarbamoyl-benzoylamino)-2-methylsulfinamoyl-4-oxo-azetidin-1-yl]-but-2-enoic acid 4-nitro-benzyl ester
  参考文献：
  名称：

  New functionalized monocyclic beta-lactams suitable precursors for anhydro 2-azacephams

  摘要：

  The anhydro 2-azacephams 9 were prepared starting from penicillanate sulphoxides 1 via 4-aminosulphinyl-2-oxoazetidines 3 and 4 and 4-aminosulphonyl-2-oxoazetidines 6 and 8. New functionalized monocyclic beta-lactams 5 and 7 were also produced as precursors for other beta-lactam species.

  DOI：

  10.1016/s0040-4020(01)80182-4

文献信息

• New functionalized monocyclic beta-lactams suitable precursors for anhydro 2-azacephams
  作者：Zinka Brkić、Jure J. Herak、Zorica Mandić、Irena Lukić、Mirjana Tomić、Miće Kovačević

  DOI：10.1016/s0040-4020(01)80182-4

  日期：1993.1

  The anhydro 2-azacephams 9 were prepared starting from penicillanate sulphoxides 1 via 4-aminosulphinyl-2-oxoazetidines 3 and 4 and 4-aminosulphonyl-2-oxoazetidines 6 and 8. New functionalized monocyclic beta-lactams 5 and 7 were also produced as precursors for other beta-lactam species.