(1S,5S,8aS,8bR)-5-Allyloxycarbonylamino-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester | 135471-76-0

• 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: (1S,5S,8aS,8bR)-5-Allyloxycarbonylamino-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester
• CAS: 135471-76-0
• 化学式: C₂₆H₄₀N₂O₆Si
• 分子量: 504.699
• InChiKey: CBDHABUEEVBMCB-WVXKDWSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  94.17
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1S,5S,8aS,8bR)-5-Allyloxycarbonylamino-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 15.0h， 生成 (1S,5S,8aS,8bR)-5-Allyloxycarbonylamino-1-((R)-1-hydroxy-ethyl)-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 4-amino trinems

  摘要：

  This article deals with the study carried out on the synthesis of 4-amino substituted trinems 1 starting from the key-intermediate (3S,4R)-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-4-[(1'R, 2'S, 3'R)-1',2'-epoxycyclohex-3'-yl]azetidin-2-one 2. In particular, epoxide opening with various amines and subsequent cyclization to the corresponding trinems were explored. Their synthesis and antimicrobial activity are reported. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00292-2
• 作为产物：
  描述：

  (3S,4R)-4-((1R,2S,3S)-3-Azido-2-hydroxy-cyclohexyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 pyridinium chlorochromate 、 亚磷酸三乙酯 作用下， 以 二氯甲烷 、 乙酸乙酯 、 三乙胺 、 xylene 为溶剂， 22.0 ℃ 、303.98 kPa 条件下， 反应 25.92h， 生成 (1S,5S,8aS,8bR)-5-Allyloxycarbonylamino-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 4-amino trinems

  摘要：

  This article deals with the study carried out on the synthesis of 4-amino substituted trinems 1 starting from the key-intermediate (3S,4R)-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-4-[(1'R, 2'S, 3'R)-1',2'-epoxycyclohex-3'-yl]azetidin-2-one 2. In particular, epoxide opening with various amines and subsequent cyclization to the corresponding trinems were explored. Their synthesis and antimicrobial activity are reported. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00292-2