3t-[(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-yl]-acrylic acid

• 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: 3t-[(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-yl]-acrylic acid
• 英文别名: (E)-3-[(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]prop-2-enoic acid
• 化学式: C₁₈H₁₈N₂O₆S₂
• 分子量: 422.483
• InChiKey: RQRMMYLQHHZFGP-FPZRGXOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  167
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-((6R)-3-acetoxymethyl-2-diethoxymethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-yl)-2-thiophen-2-yl-acetamide 在 苯甲醚 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3t-[(6R)-3-acetoxymethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-2-yl]-acrylic acid
  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.