(2S,2aR,2bR)-2-((R)-1-Hydroxy-ethyl)-1-oxo-1,2,2a,2b,3,4-hexahydro-6H-5-oxa-7a-aza-cyclobuta[a]indene-7-carboxylic acid allyl ester | 185311-50-6

• 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: (2S,2aR,2bR)-2-((R)-1-Hydroxy-ethyl)-1-oxo-1,2,2a,2b,3,4-hexahydro-6H-5-oxa-7a-aza-cyclobuta[a]indene-7-carboxylic acid allyl ester
• CAS: 185311-50-6
• 化学式: C₁₅H₁₉NO₅
• 分子量: 293.32
• InChiKey: NQABJTANZBYEEL-CNVPUSNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.23
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  76.07
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2S,2aR,2bR)-2-((R)-1-Hydroxy-ethyl)-1-oxo-1,2,2a,2b,3,4-hexahydro-6H-5-oxa-7a-aza-cyclobuta[a]indene-7-carboxylic acid allyl ester 在 四(三苯基膦)钯 、 potassium 2-ethylhexanoate 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到potassium;(1R,2R,3S)-3-[(1R)-1-hydroxyethyl]-4-oxo-9-oxa-5-azatricyclo[5.4.0.02,5]undec-6-ene-6-carboxylate
  参考文献：
  名称：

  5- and 7-oxa trinems: their synthesis and biological evaluation

  摘要：

  Introduction of the methoxy group at the allylic C-4 position of trinem 1 has mainly resulted in a remarkable enhancement of antimicrobial activity. A successful attempt in terms of antibacterial activity was made by introduction of an oxygen atom alternatively at the allylic position 5 and 7 of 1 In particular compounds 3 and 4 resulted of relevant interest. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00477-5
• 作为产物：
  描述：

  3,6-二氢-2H-吡喃-5-氧基(三甲基)硅烷 在 三氟甲磺酸三甲基硅酯 、 TEA 、 四丁基氟化铵 、 溶剂黄146 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 xylene 为溶剂， 生成 (2S,2aR,2bR)-2-((R)-1-Hydroxy-ethyl)-1-oxo-1,2,2a,2b,3,4-hexahydro-6H-5-oxa-7a-aza-cyclobuta[a]indene-7-carboxylic acid allyl ester
  参考文献：
  名称：

  5- and 7-oxa trinems: their synthesis and biological evaluation

  摘要：

  Introduction of the methoxy group at the allylic C-4 position of trinem 1 has mainly resulted in a remarkable enhancement of antimicrobial activity. A successful attempt in terms of antibacterial activity was made by introduction of an oxygen atom alternatively at the allylic position 5 and 7 of 1 In particular compounds 3 and 4 resulted of relevant interest. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00477-5