(S)-2-((Z)-4-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methylsulfanylmethyl-3-oxo-but-1-enyl)-pyrrolidine-1-carboxylic acid allyl ester | 185411-90-9

• 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: (S)-2-((Z)-4-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methylsulfanylmethyl-3-oxo-but-1-enyl)-pyrrolidine-1-carboxylic acid allyl ester
• CAS: 185411-90-9
• 化学式: C₂₅H₄₂N₂O₅SSi
• 分子量: 510.77
• InChiKey: YPDALYSVODOEPX-HGAWGPPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((Z)-4-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methylsulfanylmethyl-3-oxo-but-1-enyl)-pyrrolidine-1-carboxylic acid allyl ester 在 四丁基氟化铵 、 溶剂黄146 作用下， 生成 (5R,6S)-3-[(Z)-2-((S)-1-Allyloxycarbonyl-pyrrolidin-2-yl)-1-methylsulfanylmethyl-vinyl]-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-vinyl carbapenems. Remarkable DHP-1 stability of 1′-substituted analogs

  摘要：

  The synthesis, antibacterial activity and DHP-susceptibility of a series of novel 2-vinyl carbapenems is described. Carbapenems having a 1'-substituted vinyl moiety at the 2 position were found to be very stable toward DHP-1, displaying comparable stability to compounds with a 1 beta-methyl functionality. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00495-7
• 作为产物：
  描述：

  (S)-2-((Z)-2-Methylsulfanylmethyl-3-oxo-but-1-enyl)-pyrrolidine-1-carboxylic acid allyl ester 在 三乙胺 、 zinc dibromide 作用下， 生成 (S)-2-((Z)-4-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methylsulfanylmethyl-3-oxo-but-1-enyl)-pyrrolidine-1-carboxylic acid allyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-vinyl carbapenems. Remarkable DHP-1 stability of 1′-substituted analogs

  摘要：

  The synthesis, antibacterial activity and DHP-susceptibility of a series of novel 2-vinyl carbapenems is described. Carbapenems having a 1'-substituted vinyl moiety at the 2 position were found to be very stable toward DHP-1, displaying comparable stability to compounds with a 1 beta-methyl functionality. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00495-7