(2R,3R,4R)-4-(hydroxymethyl)-N,N-dimethyl-3-sulfanyloxetane-2-carboxamide | 195000-78-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: (2R,3R,4R)-4-(hydroxymethyl)-N,N-dimethyl-3-sulfanyloxetane-2-carboxamide
• CAS: 195000-78-3
• 化学式: C₇H₁₃NO₃S
• 分子量: 191.251
• InChiKey: JDXRQYPZCJPPPY-NGJCXOISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.87
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  49.77
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R)-4-(hydroxymethyl)-N,N-dimethyl-3-sulfanyloxetane-2-carboxamide 在 palladium on activated charcoal i-PrNEt 、 氢气 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 、 乙腈 为溶剂， 生成 Sodium; (4R,5S,6S)-3-((2R,3R,4R)-2-dimethylcarbamoyl-4-hydroxymethyl-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：

  (2R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzylsulfanyl)-oxetane-2-carboxylic acid methyl ester 在 sodium hydroxide 、 i-Pr₂NRt 、 四丁基氟化铵 、 mercury(II) trifluoroacetate 、 溶剂黄146 、 苯甲醚 、 N,N-二异丙基乙胺 、 氯甲酸异丁酯 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 (2R,3R,4R)-4-(hydroxymethyl)-N,N-dimethyl-3-sulfanyloxetane-2-carboxamide
  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