(2S,4S)-4-Acetylsulfanyl-2-(2-dimethylsulfamoyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester | 221659-29-6

• 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: (2S,4S)-4-Acetylsulfanyl-2-(2-dimethylsulfamoyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester
• CAS: 221659-29-6
• 化学式: C₁₉H₂₆N₄O₈S₂
• 分子量: 502.569
• InChiKey: NWVNDBPZIATRAY-IRXDYDNUSA-N

物化性质

• 密度：
  1.450±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.96
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  156.23
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2S,4S)-4-Acetylsulfanyl-2-(2-dimethylsulfamoyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 生成 (4R,5S,6S)-3-[(3S,5S)-5-(2-Dimethylsulfamoyl-ethylcarbamoyl)-pyrrolidin-3-ylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological properties of new 1β-methylcarbapenems

  摘要：

  The synthesis and biological activity of the novel series of 1 beta-methylcarbapenems, 1 and 2 were described. Most compounds displayed high potent antibacterial activity. The best compound in this series, 2a (IH201; R-2=NH2) showed an excellent and a broad spectrum as well as high renal DHP-I stability. It also possessed good in vivo efficacy and high safety. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00270-4
• 作为产物：
  描述：

  (3S,5S)-3-acetylthio-5-carboxy-1-p-nitrobenzyloxycarbonylpyrrolidine 在 TEA 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,4S)-4-Acetylsulfanyl-2-(2-dimethylsulfamoyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester
  参考文献：
  名称：

  Synthesis and biological properties of new 1β-methylcarbapenems

  摘要：

  The synthesis and biological activity of the novel series of 1 beta-methylcarbapenems, 1 and 2 were described. Most compounds displayed high potent antibacterial activity. The best compound in this series, 2a (IH201; R-2=NH2) showed an excellent and a broad spectrum as well as high renal DHP-I stability. It also possessed good in vivo efficacy and high safety. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00270-4