(3S,4S)-3-((R)-(1-(tert-butyldimethylsilyl)oxy)ethyl)-4-((3R)-4-oxotetrahydro-4H-thiopyrane-3-yl)azetidine-2-one | 136279-75-9

• 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,4S)-3-((R)-(1-(tert-butyldimethylsilyl)oxy)ethyl)-4-((3R)-4-oxotetrahydro-4H-thiopyrane-3-yl)azetidine-2-one
• 英文别名: (3S,4S)-3-[(1R)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-4-[(3R)-4-oxothian-3-yl]azetidin-2-one
• CAS: 136279-75-9
• 化学式: C₁₆H₂₉NO₃SSi
• 分子量: 343.563
• InChiKey: ARLUOXWHQHGKTE-ZMJPVWNMSA-N

物化性质

• 沸点：
  466.1±45.0 °C(Predicted)
• 密度：
  1.085±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,4S)-3-((R)-(1-(tert-butyldimethylsilyl)oxy)ethyl)-4-((3R)-4-oxotetrahydro-4H-thiopyrane-3-yl)azetidine-2-one 在 四(三苯基膦)钯 、 TEA 、 四丁基氟化铵 、 potassium 2-ethylhexanoate 、 potassium carbonate 、 溶剂黄146 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 Potassium; (2S,2aS,2bS)-2-((R)-1-hydroxy-ethyl)-1-oxo-2,2a,2b,3,5,6-hexahydro-1H-4-thia-7a-aza-cyclobuta[a]indene-7-carboxylate
  参考文献：
  名称：

  Synthesis and antibacterial activity of some thio trinems

  摘要：

  The synthesis and antibacterial activity of some trinems having a sulfur atom in various positions of ring C are presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00360-0
• 作为产物：
  描述：

  4-乙酰氧基氮杂环丁酮 在 甲酸 四(三苯基膦)钯 、 sodium hydride 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (3S,4S)-3-((R)-(1-(tert-butyldimethylsilyl)oxy)ethyl)-4-((3R)-4-oxotetrahydro-4H-thiopyrane-3-yl)azetidine-2-one
  参考文献：
  名称：

  Design, synthesis and bioactivity evaluation of tribactam β lactamase inhibitors

  摘要：

  Known carbapenem compounds with inhibitory effect towards P-lactamase enzymes are formed from bicyclical beta lactam structural scaffolds. On the basis of results from theoretical computational methods and molecular modelling we have designed and developed a synthetic route towards novel, biologically active tricyclic derivatives of carbapenems. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00061-6

文献信息

• Design, synthesis and bioactivity evaluation of tribactam β lactamase inhibitors
  作者：Anton Copar、Tadeja Prevec、Borut Anžič、Tomaž Mesar、Lovro Selič、Mateja Vilar、Tom Solmajer

  DOI：10.1016/s0960-894x(02)00061-6

  日期：2002.3

  Known carbapenem compounds with inhibitory effect towards P-lactamase enzymes are formed from bicyclical beta lactam structural scaffolds. On the basis of results from theoretical computational methods and molecular modelling we have designed and developed a synthetic route towards novel, biologically active tricyclic derivatives of carbapenems. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis and antibacterial activity of some thio trinems
  作者：Stefano Biondi、Elisabetta Piga、Tino Rossi、Gilberto Vigelli

  DOI：10.1016/s0960-894x(97)00360-0

  日期：1997.8

  The synthesis and antibacterial activity of some trinems having a sulfur atom in various positions of ring C are presented. (C) 1997 Elsevier Science Ltd.