(6R)-3-(2-acetoxy-5-fluoro-benzyl)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 54493-65-1

• 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: (6R)-3-(2-acetoxy-5-fluoro-benzyl)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS: 54493-65-1
• 化学式: C₂₄H₂₁FN₂O₇S
• 分子量: 500.504
• InChiKey: OICOKXPVZIDEIK-PSXIPVLSSA-N

反应信息

• 作为反应物：
  描述：

  (6R)-3-(2-acetoxy-5-fluoro-benzyl)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 在 SnCl*2H₂O 、 乙酰氯 作用下， 生成 (6R)-3-(2-acetoxy-5-fluoro-benzyl)-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  [7-氨基头孢菌酸的新衍生物。通过芳族部分取代乙酰基]。

  摘要：

  Abstract7‐Phenylacetamido‐3‐trifluoroacetoxymethyl‐ceph‐2‐em‐4‐carboxlic acid (7), which is easily produced from the iso‐cephalosporanic acid derivatives 4 or 6 by treatment with trifluoroacetic acid, reacts smoothly with ‘C‐nucleophiles’ to give derivatives of type 5 (Schema 1 and 2). Compounds 5 are converted into microbiologically active cephalosporins of type 8 (Table) by previously described methods.

  DOI：

  10.1002/hlca.19740570714
• 作为产物：
  描述：

  (6R)-3-(2-acetoxy-5-fluoro-benzyl)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid 在 吡啶 、 乙酸酐 作用下， 生成 (6R)-3-(2-acetoxy-5-fluoro-benzyl)-5ξ,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  [7-氨基头孢菌酸的新衍生物。通过芳族部分取代乙酰基]。

  摘要：

  Abstract7‐Phenylacetamido‐3‐trifluoroacetoxymethyl‐ceph‐2‐em‐4‐carboxlic acid (7), which is easily produced from the iso‐cephalosporanic acid derivatives 4 or 6 by treatment with trifluoroacetic acid, reacts smoothly with ‘C‐nucleophiles’ to give derivatives of type 5 (Schema 1 and 2). Compounds 5 are converted into microbiologically active cephalosporins of type 8 (Table) by previously described methods.

  DOI：

  10.1002/hlca.19740570714