2-(2-Benzylselanyl-4-oxo-azetidin-1-yl)-3-methyl-succinic acid 1-ethyl ester 4-(2-thioxo-2H-pyridin-1-yl) ester | 359865-82-0

• 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: 2-(2-Benzylselanyl-4-oxo-azetidin-1-yl)-3-methyl-succinic acid 1-ethyl ester 4-(2-thioxo-2H-pyridin-1-yl) ester
• 英文别名: 1-O-ethyl 4-O-(2-sulfanylidenepyridin-1-yl) 2-(2-benzylselanyl-4-oxoazetidin-1-yl)-3-methylbutanedioate
• CAS: 359865-82-0
• 化学式: C₂₂H₂₄N₂O₅SSe
• 分子量: 507.469
• InChiKey: GHDYNOURNYKDFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-Benzylselanyl-4-oxo-azetidin-1-yl)-3-methyl-succinic acid 1-ethyl ester 4-(2-thioxo-2H-pyridin-1-yl) ester 以 苯 为溶剂， 以18%的产率得到3-Methyl-7-oxo-4-selena-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Nucleophilic and radical chemistry of benzylselenides: preparation of novel selenocephems and selenopenams

  摘要：

  Selenocephems (14 and 15) and selenopenams (18, 20, 24 and 25) can be prepared in 18-85% yields through the intramolecular homolytic substitution of aryl or alkyl radicals at the selenium atom in suitably-substituted 4-benzylseleno-beta -lacrams, ol through intramolecular nucleophilic substitution by the benzylseleno moiety in 4-halo-beta -lactam precursors. (C) 2001 Elsevier Science Ltd. All lights reserved.

  DOI：

  10.1016/s0040-4039(01)00826-7
• 作为产物：
  描述：

  ethyl 2-oxo-4-[(phenylmethyl)seleno]-1-azetidineacetate 在 N,N'-二环己基碳二亚胺 、 lithium hexamethyldisilazane 作用下， 生成 2-(2-Benzylselanyl-4-oxo-azetidin-1-yl)-3-methyl-succinic acid 1-ethyl ester 4-(2-thioxo-2H-pyridin-1-yl) ester
  参考文献：
  名称：

  Nucleophilic and radical chemistry of benzylselenides: preparation of novel selenocephems and selenopenams

  摘要：

  Selenocephems (14 and 15) and selenopenams (18, 20, 24 and 25) can be prepared in 18-85% yields through the intramolecular homolytic substitution of aryl or alkyl radicals at the selenium atom in suitably-substituted 4-benzylseleno-beta -lacrams, ol through intramolecular nucleophilic substitution by the benzylseleno moiety in 4-halo-beta -lactam precursors. (C) 2001 Elsevier Science Ltd. All lights reserved.

  DOI：

  10.1016/s0040-4039(01)00826-7