(6R)-3-acetoxymethyl-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester | 71531-12-9

• 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
• 英文名称: (6R)-3-acetoxymethyl-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester
• 英文别名: (6R)-3-acetoxymethyl-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester
• CAS: 71531-12-9
• 化学式: C₃₆H₃₇N₃O₈S
• 分子量: 671.771
• InChiKey: IJPMQRJTYPZPHA-HAFBYLLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  48.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  140.34
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (6R)-3-acetoxymethyl-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester 在 乙酰氯 、 间氯过氧苯甲酸 、 tin(ll) chloride 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (6R)-7t-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-3-(2-oxo-2H-pyridin-1-ylmethyl)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Cephalosporin derivatives with 2- and 4-pyridone groups at carbon-3

  摘要：

  Two compounds, analogues of cephalexin with 2- and 4-pyridone groups at C-3, were prepared. Biological evaluation found the compounds to exhibit activity against Gram-positive and Gram-negative organisms in vitro and in vivo. The compounds were only active in vivo on subcutaneous administration.

  DOI：

  10.1021/jm00197a026
• 作为产物：
  描述：

  (6R)-3-acetoxymethyl-7t-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid 、 二苯基重氮甲烷 生成 (6R)-3-acetoxymethyl-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Cephalosporin derivatives with 2- and 4-pyridone groups at carbon-3

  摘要：

  Two compounds, analogues of cephalexin with 2- and 4-pyridone groups at C-3, were prepared. Biological evaluation found the compounds to exhibit activity against Gram-positive and Gram-negative organisms in vitro and in vivo. The compounds were only active in vivo on subcutaneous administration.

  DOI：

  10.1021/jm00197a026