(6R)-3-diazomethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester | 58448-26-3

• 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-diazomethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• 英文别名: benzhydryl (6R,7R)-3-[(Z)-diazomethyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 58448-26-3
• 化学式: C₂₇H₂₂N₄O₄S₂
• 分子量: 530.628
• InChiKey: YLHXEHCZNLIDMI-ATIYNZHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (6R)-3-diazomethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 生成 (6R)-3-(5-methoxycarbonyl-1-methyl-1H-pyrazol-3-yl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  3-Cyanocephems and carbon-13 heterocyclic-substituted cephems via 1,3-dipolar cycloadditions

  摘要：

  The transformation is described of 3-formylcephem 1 into its oxime, substituted oximes, and substituted hydrazones and, thence, into the 3-cyano, 3-diazomethyl, and 3-oxonitrilomethyl derivatives. These reactive 1,3-dipoles undergo 1,3-dipolar cycloadditions with various dipolarophiles to give C-3 heterocyclic-substituted cephems.

  DOI：

  10.1021/jm00226a027
• 作为产物：
  描述：

  (6R)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-3-[(toluene-4-sulfonylhydrazono)-methyl]-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 生成 (6R)-3-diazomethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  3-Cyanocephems and carbon-13 heterocyclic-substituted cephems via 1,3-dipolar cycloadditions

  摘要：

  The transformation is described of 3-formylcephem 1 into its oxime, substituted oximes, and substituted hydrazones and, thence, into the 3-cyano, 3-diazomethyl, and 3-oxonitrilomethyl derivatives. These reactive 1,3-dipoles undergo 1,3-dipolar cycloadditions with various dipolarophiles to give C-3 heterocyclic-substituted cephems.

  DOI：

  10.1021/jm00226a027

文献信息

• C-3 Substituted cephalosporins
  申请人：Merck & Co., Inc.

  公开号：US03979384A1

  公开（公告）日：1976-09-07

  This invention relates to novel organic compounds and to methods for preparing them. More particularly, this invention provides new and useful cephalosporin compounds which are active antibiotics against both gram-positive and gram-negative microorganisms and compounds which are useful intermediates in the preparation of other new cephalosporin compounds.

  本发明涉及新型有机化合物及其制备方法。更具体地，该发明提供了新颖且有用的头孢菌素化合物，其是对革兰氏阳性和革兰氏阴性微生物都具有活性的抗生素，以及在制备其他新头孢菌素化合物时有用的中间体化合物。
• US3979384A
  申请人：——

  公开号：US3979384A

  公开（公告）日：1976-09-07