(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-3-{(2S,3S,4R)-2-iodomethyl-4-[(4-nitro-benzyloxycarbonylamino)-methyl]-oxetan-3-ylsulfanyl}-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester | 195001-00-4

• 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: (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-3-{(2S,3S,4R)-2-iodomethyl-4-[(4-nitro-benzyloxycarbonylamino)-methyl]-oxetan-3-ylsulfanyl}-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester
• CAS: 195001-00-4
• 化学式: C₃₀H₃₁IN₄O₁₁S
• 分子量: 782.567
• InChiKey: IMYJYBAWUZGZRI-ADIVBTROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  47.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  200.68
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-3-{(2S,3S,4R)-2-iodomethyl-4-[(4-nitro-benzyloxycarbonylamino)-methyl]-oxetan-3-ylsulfanyl}-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 在 palladium on activated charcoal 氢气 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 Sodium; (4R,5S,6S)-3-((2R,3R,4R)-2-aminomethyl-4-methyl-oxetan-3-ylsulfanyl)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate
  参考文献：
  名称：

  Synthesis and structure-activity relationships of some novel oxetane carbapenems

  摘要：

  Six disubstituted oxetane carbapenems were synthesized and their antibacterial profile compared with the lead amino methyl THF carbapenem as well as imipenem. The oxetane carbapenems had comparable or less activity against the Gram(-) bacteria and had reduced activity against Gram(+) bacteria in comparison with imipenem and the THF carbapenem CL 191,121, but were highly stable to hydrolysis by hog kidney dehydropeptidase (DHP). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00280-1
• 作为产物：
  描述：

  methyl 2,4-anhydro-D-lyxonate 在 吡啶 、 咪唑 、 sodium hydroxide 、 叠氮化锂 、 18-冠醚-6 、 i-PrNEt 、 四丁基氟化铵 、 mercury(II) trifluoroacetate 、 四丁基碘化铵 、 二异丁基氢化铝 、 potassium carbonate 、 苯甲醚 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 、 乙腈 为溶剂， 生成 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-3-{(2S,3S,4R)-2-iodomethyl-4-[(4-nitro-benzyloxycarbonylamino)-methyl]-oxetan-3-ylsulfanyl}-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester
  参考文献：
  名称：

  Synthesis and structure-activity relationships of some novel oxetane carbapenems

  摘要：

  Six disubstituted oxetane carbapenems were synthesized and their antibacterial profile compared with the lead amino methyl THF carbapenem as well as imipenem. The oxetane carbapenems had comparable or less activity against the Gram(-) bacteria and had reduced activity against Gram(+) bacteria in comparison with imipenem and the THF carbapenem CL 191,121, but were highly stable to hydrolysis by hog kidney dehydropeptidase (DHP). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00280-1