(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid | 257277-37-5

• 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: (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid
• 英文别名: (2R)-2-[(2-methylpropan-2-yl)oxycarbonyl-[(2-methylpropan-2-yl)oxycarbonylamino]amino]-3-phenylpropanoic acid
• CAS: 257277-37-5
• 化学式: C₁₉H₂₈N₂O₆
• 分子量: 380.441
• InChiKey: TTWKGVSQEGVZQQ-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid 在 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 25.33h， 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：

  (4R,5S)-4-methyl-5-phenyl-3-(3-phenylpropanoyl)-1,3-oxazolidin-2-one 在 lithium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.08h， 生成 (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid
  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.