N-((6R)-3-acetoxymethyl-2-[1,3]dioxolan-2-yl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-thiophen-2-yl-acetamide | 61042-24-8

• 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
• 英文名称: N-((6R)-3-acetoxymethyl-2-[1,3]dioxolan-2-yl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-thiophen-2-yl-acetamide
• 英文别名: 7β-(2-thiophen-2-yl-acetylamino)-cephalosporanic aldehyde ethane-1,2-diyl acetal；[(6R,7R)-2-(1,3-dioxolan-2-yl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl acetate
• CAS: 61042-24-8
• 化学式: C₁₈H₂₀N₂O₆S₂
• 分子量: 424.499
• InChiKey: HEFHQFOLXUQFLH-RHSMWYFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  148
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙二醇 、 3-acetoxymethyl-4-hydroxymethyl-7β-(2-thienylacetamido)-3-cephem 生成 N-((6R)-3-acetoxymethyl-2-[1,3]dioxolan-2-yl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-thiophen-2-yl-acetamide
  参考文献：
  名称：

  Synthesis of cephalosporin-4-aldehydes

  摘要：

  The first reported synthesis of cephalosporin-4-aldehyde derivatives has been achieved via Moffatt oxidation of the corresponding 4-hydroxymethylcephalosporins. The aldehyde 1 was converted into a number of polar derivatives, in particular the acrylic acid derivative 13 which is the 4-vinylogue of sodium cephalothin. None of the new cephalosporin derivatives possessed useful antibacterial activity.

  DOI：

  10.1021/jm00211a041

文献信息

• Synthesis of cephalosporin-4-aldehydes
  作者：Philip J. Beeby

  DOI：10.1021/jm00211a041

  日期：1977.1

  The first reported synthesis of cephalosporin-4-aldehyde derivatives has been achieved via Moffatt oxidation of the corresponding 4-hydroxymethylcephalosporins. The aldehyde 1 was converted into a number of polar derivatives, in particular the acrylic acid derivative 13 which is the 4-vinylogue of sodium cephalothin. None of the new cephalosporin derivatives possessed useful antibacterial activity.