(4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one | 257277-36-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one
• 英文别名: tert-butyl N-[(2R)-1-[(4R,5S)-4-methyl-2-oxo-5-phenyl-1,3-oxazolidin-3-yl]-1-oxo-3-phenylpropan-2-yl]-N-[(2-methylpropan-2-yl)oxycarbonylamino]carbamate
• CAS: 257277-36-4
• 化学式: C₂₉H₃₇N₃O₇
• 分子量: 539.629
• InChiKey: KSGPQBVUQLINCY-UEVCKROQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one 在 lithium hydroxide 、 sodium hydroxide 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 28.33h， 生成 benzhydryl (6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-[2-[(2-nitrophenyl)methoxycarbonyl]hydrazinyl]-3-phenylpropanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  A Light-Inactivated Antibiotic

  摘要：

  Sodium 7 beta-[(R)-2-(N-b-o-nitrobenzyloxycarbonyl)hydrazino-3-phenylpropanamido]cephalosporanate (1) is described as a new type of beta-lactam antibiotic, which undergoes light-induced destruction of its beta-lactam moiety and hence becomes biologically inactive. This type of antibiotic holds the promise of self-destruction over a number of hours of exposure to light, so that it would not allow selection of resistance in the environment.

  DOI：

  10.1021/jm980648a
• 作为产物：
  描述：

  偶氮二甲酸二叔丁酯 、 (4R,5S)-4-methyl-5-phenyl-3-(3-phenylpropanoyl)-1,3-oxazolidin-2-one 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 1.08h， 以79%的产率得到(4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  A Light-Inactivated Antibiotic

  摘要：

  Sodium 7 beta-[(R)-2-(N-b-o-nitrobenzyloxycarbonyl)hydrazino-3-phenylpropanamido]cephalosporanate (1) is described as a new type of beta-lactam antibiotic, which undergoes light-induced destruction of its beta-lactam moiety and hence becomes biologically inactive. This type of antibiotic holds the promise of self-destruction over a number of hours of exposure to light, so that it would not allow selection of resistance in the environment.

  DOI：

  10.1021/jm980648a

文献信息

• A Light-Inactivated Antibiotic
  作者：Wenlin Lee、Zhi-Hong Li、Sergei Vakulenko、Shahriar Mobashery

  DOI：10.1021/jm980648a

  日期：2000.1.1

  Sodium 7 beta-[(R)-2-(N-b-o-nitrobenzyloxycarbonyl)hydrazino-3-phenylpropanamido]cephalosporanate (1) is described as a new type of beta-lactam antibiotic, which undergoes light-induced destruction of its beta-lactam moiety and hence becomes biologically inactive. This type of antibiotic holds the promise of self-destruction over a number of hours of exposure to light, so that it would not allow selection of resistance in the environment.