(3S,4R)-4-((1R,3S)-3-Azido-2-oxo-cyclohexyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one | 135297-25-5

• 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: (3S,4R)-4-((1R,3S)-3-Azido-2-oxo-cyclohexyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one
• CAS: 135297-25-5
• 化学式: C₁₇H₃₀N₄O₃Si
• 分子量: 366.536
• InChiKey: SNSSYMZVHCIOPK-RKQHYHRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  104.16
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3S,4R)-4-((1R,3S)-3-Azido-2-oxo-cyclohexyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one 在 palladium on activated charcoal 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 、 三乙胺 为溶剂， 22.0 ℃ 、303.98 kPa 条件下， 反应 5.17h， 生成 ((1S,3R)-3-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohexyl)-carbamic 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 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以70%的产率得到(3S,4R)-4-((1R,3S)-3-Azido-2-oxo-cyclohexyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one
  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