(S)-2-((E)-2-(Allyloxycarbonylamino-methyl)-4-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-oxo-but-1-enyl)-pyrrolidine-1-carboxylic acid allyl ester | 185411-91-0

• 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: (S)-2-((E)-2-(Allyloxycarbonylamino-methyl)-4-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-oxo-but-1-enyl)-pyrrolidine-1-carboxylic acid allyl ester
• CAS: 185411-91-0
• 化学式: C₂₈H₄₅N₃O₇Si
• 分子量: 563.767
• InChiKey: ANZYHJHEUSLIAY-MDXOFAPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  39.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  123.27
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((E)-2-(Allyloxycarbonylamino-methyl)-4-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-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)-1-(Allyloxycarbonylamino-methyl)-2-((S)-1-allyloxycarbonyl-pyrrolidin-2-yl)-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-[(E)-2-(Allyloxycarbonylamino-methyl)-3-oxo-but-1-enyl]-pyrrolidine-1-carboxylic acid allyl ester 在 三乙胺 、 zinc dibromide 作用下， 生成 (S)-2-((E)-2-(Allyloxycarbonylamino-methyl)-4-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-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