| 142121-54-8

• 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
• CAS: 142121-54-8
• 化学式: C₉H₉F₃N₂O₃
• 分子量: 250.177
• InChiKey: FGTULZLJMXXUMJ-UHNVWZDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.22
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  83.63
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  、 t-Boc phenylglycyl isobutanyl anhydride 在 三氟乙酸 作用下， 生成 (6R,7S)-7-[[(2R)-2-azaniumyl-2-phenylacetyl]amino]-8-oxo-3-(trifluoromethyl)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  3-Trifluoromethylcarbacephems: Synthesis of broad spectrum antibacterial compounds

  摘要：

  The enhanced stability of the carbacephem nucleus over the corresponding cephalosporin nucleus has allowed the synthesis of 7-arylglycyl-3-trifluoromethyl-carbacephems. These unique carbacephems possess broad spectrum activity and high stability to both plasmid and chromosomally mediated beta-lactamases. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00204-2
• 作为产物：
  描述：

  benzhydryl (6R,7S)-3-bromo-8-oxo-7-[(2-phenoxyacetyl)amino]-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 在 三乙基硅烷 、 4-二甲氨基吡啶 、 lithium hydroxide 、 三氟乙酸 、 copper(I) bromide 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  3-Trifluoromethylcarbacephems: Synthesis of broad spectrum antibacterial compounds

  摘要：

  The enhanced stability of the carbacephem nucleus over the corresponding cephalosporin nucleus has allowed the synthesis of 7-arylglycyl-3-trifluoromethyl-carbacephems. These unique carbacephems possess broad spectrum activity and high stability to both plasmid and chromosomally mediated beta-lactamases. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00204-2

文献信息

• Cleavage of chiral 4-phenyl-2-oxalidinones with TMSI: Application to the synthesis of carbacephems
  作者：Jack W. Fisher、James M. Dunigan、Lowell D. Hatfield、Richard C. Hoying、James E. Ray、Kristina L. Thomas

  DOI：10.1016/s0040-4039(00)74080-9

  日期：1993.7

  A new technique for cleaving chiral N-substituted 4-phenyl-2-oxazolidinones is described. Thus reaction of 7-[4-phenyl-2-oxazolidinone]-carbacephem with TMSI and HMDS in acetonitrile, followed by DABCO, then aqueous hydrochloric acid gives the carbacephem nucleus, carbon dioxide, and acetophenone. This method allows a more versatile use of 4-phenyl-2-oxazolidinone as a chiral auxiliary and N-protective group in the synthesis of carbacephems.