(6R,7R)-benzyl 7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | 1135197-43-1

• 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: (6R,7R)-benzyl 7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 英文别名: benzyl (6R,7R)-7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate；benzyl (6R,7R)-3-methyl-8-oxo-7-(phenylmethoxycarbonylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 1135197-43-1
• 化学式: C₂₃H₂₂N₂O₅S
• 分子量: 438.504
• InChiKey: XZDSRXAOIKCNFP-WIYYLYMNSA-N

物化性质

• 沸点：
  677.9±55.0 °C(predicted)
• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-氨基-3-甲基-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-甲酸 在 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (6R,7R)-benzyl 7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  Design and synthesis of new cephalosporin antibiotics

  摘要：

  Cephalosporins are important antibiotics. We synthesized new cephalosporin analogs containing novel side chains of methyl, propyl, benzyl, and phenoxy groups. Four synthetic methods with N-alkylation and N-acylation at position C-7 and esterification at position C-4 of 7-aminodesacetoxycephalosporanic acid are reported here.

  DOI：

  10.1007/s00706-014-1152-6

文献信息

• [EN] CEPHALOSPORIN DERIVATIVES AND METHODS OF USE<br/>[FR] DÉRIVÉS DE CÉPHALOSPORINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV KANSAS

  公开号：WO2014071283A1

  公开（公告）日：2014-05-08

  This invention provides cephalosporin derivatives for killing or inhibiting the spread of microorganisms such as non-replicating Mycobacterium tuberculosis and in the treatment of infectious disease.

  这项发明提供了头孢菌素衍生物，用于杀灭或抑制微生物的传播，如非复制的结核分枝杆菌，并用于治疗传染病。
• CEPHALOSPORIN DERIVATIVES AND METHODS OF USE
  申请人：UNIVERSITY OF KANSAS

  公开号：US20150322087A1

  公开（公告）日：2015-11-12

  This invention provides cephalosporin derivatives for killing or inhibiting the spread of microorganisms such as non-replicating Mycobacterium tuberculosis and in the treatment of infectious disease.

  本发明提供头孢菌素衍生物，用于杀灭或抑制微生物的扩散，例如非复制的结核分枝杆菌，并用于治疗传染病。
• Design and synthesis of new cephalosporin antibiotics
  作者：Chunjing Liu、Dinah Dutta、Lester Mitscher

  DOI：10.1007/s00706-014-1152-6

  日期：2014.4

  Cephalosporins are important antibiotics. We synthesized new cephalosporin analogs containing novel side chains of methyl, propyl, benzyl, and phenoxy groups. Four synthetic methods with N-alkylation and N-acylation at position C-7 and esterification at position C-4 of 7-aminodesacetoxycephalosporanic acid are reported here.