benzyl 3-methyl-2-iso-oxacephem-4-carboxylate | 163234-32-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 3-methyl-2-iso-oxacephem-4-carboxylate
• 英文别名: Benzyl 3-methyl-8-oxo-4-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 163234-32-0
• 化学式: C₁₅H₁₅NO₄
• 分子量: 273.288
• InChiKey: SJIHHDPYCFGODQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl 3-methyl-2-iso-oxacephem-4-carboxylate 生成 (6S)-7t-amino-3-methyl-8-oxo-(6rH)-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester 、 benzyl 3-azidomethyl-2-iso-oxacephem-4-carboxylate 、 benzyl trans-7-amino-3-methyl-2-iso-oxacephem-4-carboxylate
  参考文献：
  名称：

  Tombor, Zoltan; Greff, Zoltan; Nyitrai, Jozsef, Liebigs Annalen, 1995, # 5, p. 825 - 836

  摘要：

  DOI：
• 作为产物：
  描述：

  benzyl 2,3-dioxobutanoate 在 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 4.5h， 生成 benzyl 3-methyl-2-iso-oxacephem-4-carboxylate
  参考文献：
  名称：

  Synthesis of Enantiomerically Pure 2-Isoxacephems

  摘要：

  (alphaR,6R,7R)-7-(1-Acetoxyethyl)-3-methyl-2-isoxacephem-4-carboxylic acid and its enantiomer have been prepared. The ring systems were formed from the corresponding enantiomerically pure N-unsubstituted beta-lactams. The reduction of methyl [(alphaR,2S,3R)-3-(1-acetoxyethyl)-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylate] has been solved via a hemi-acetal. The structure and the configuration of a new stereogenic center in this intermediate was predicted by using 2D NMR technique and unambiguously proven by x-ray.

  DOI：

  10.1007/s00706-003-0135-9

文献信息

• Synthesis of Enantiomerically Pure 2-Isoxacephems
  作者：Zsuzsanna S�nta、J�zsef Nagy、L�szl� P�rk�nyi、J�zsef Nyitrai

  DOI：10.1007/s00706-003-0135-9

  日期：2004.6.1

  (alphaR,6R,7R)-7-(1-Acetoxyethyl)-3-methyl-2-isoxacephem-4-carboxylic acid and its enantiomer have been prepared. The ring systems were formed from the corresponding enantiomerically pure N-unsubstituted beta-lactams. The reduction of methyl [(alphaR,2S,3R)-3-(1-acetoxyethyl)-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylate] has been solved via a hemi-acetal. The structure and the configuration of a new stereogenic center in this intermediate was predicted by using 2D NMR technique and unambiguously proven by x-ray.
• Tombor, Zoltan; Greff, Zoltan; Nyitrai, Jozsef, Liebigs Annalen, 1995, # 5, p. 825 - 836
  作者：Tombor, Zoltan、Greff, Zoltan、Nyitrai, Jozsef、Kajtar-Peredy, Maria

  DOI：——

  日期：——