(1S,4S,5S)-7-Oxo-4-(tetrahydro-pyran-2-yloxy)-2,6-diaza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester | 383191-26-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1S,4S,5S)-7-Oxo-4-(tetrahydro-pyran-2-yloxy)-2,6-diaza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester
• CAS: 383191-26-2
• 化学式: C₁₄H₂₀N₂O₅
• 分子量: 296.323
• InChiKey: CLANJKDLIOPIEY-BEZGRXCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 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：
  0.71
• 拓扑面积：
  77.1
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,4S,5S)-7-Oxo-4-(tetrahydro-pyran-2-yloxy)-2,6-diaza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester 在 PPTS-polymer bound 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以80%的产率得到prop-2-enyl (1S,4S,5S)-4-hydroxy-7-oxo-2,6-diazabicyclo[3.2.0]heptane-2-carboxylate
  参考文献：
  名称：

  Solid- and solution-Phase synthesis of highly-Substituted-Pyrrolidine libraries

  摘要：

  Starting from a complex bicyclic beta -lactam scaffold we have demonstrated the possible production of libraries of a new class of drug-like, highly substituted pyrrolidines. The choice of the type of substitution was made by optimizing various synthetic routes. The selection of each compound is the result of a filtration of a large virtual combinatorial chemical space, using simple criteria. The access to these complex pyrrolidines needed only four to six synthetic steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00495-4
• 作为产物：
  描述：

  (1S,4S,5S)-2-(benzyloxycarbonyl)-4-(tetrahydropyran-2-yloxy)-2,6-diazabicyclo<3.2.0>heptan-7-one 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 5.0h， 生成 (1S,4S,5S)-7-Oxo-4-(tetrahydro-pyran-2-yloxy)-2,6-diaza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester
  参考文献：
  名称：

  Solid- and solution-Phase synthesis of highly-Substituted-Pyrrolidine libraries

  摘要：

  Starting from a complex bicyclic beta -lactam scaffold we have demonstrated the possible production of libraries of a new class of drug-like, highly substituted pyrrolidines. The choice of the type of substitution was made by optimizing various synthetic routes. The selection of each compound is the result of a filtration of a large virtual combinatorial chemical space, using simple criteria. The access to these complex pyrrolidines needed only four to six synthetic steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00495-4