bis (p-nitrobenzyloxycarbonylaminoethyl)disulfide | 67245-90-3

• 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: bis (p-nitrobenzyloxycarbonylaminoethyl)disulfide
• 英文别名: bis(p-nitrobenzyloxycarbonylaminoethyl)disulfide；Bis-(p-nitrobenzyloxycarbonylaminoaethyl)-disulfid；(4-nitrophenyl)methyl N-[2-[2-[(4-nitrophenyl)methoxycarbonylamino]ethyldisulfanyl]ethyl]carbamate
• CAS: 67245-90-3
• 化学式: C₂₀H₂₂N₄O₈S₂
• 分子量: 510.549
• InChiKey: NITNSXJVMPSUPS-UHFFFAOYSA-N

物化性质

• 沸点：
  750.0±60.0 °C(Predicted)
• 密度：
  1.425±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  219
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  bis (p-nitrobenzyloxycarbonylaminoethyl)disulfide 、 (2-ethenyl-3-methyl-4-oxoazetidin-3-yl)methyl (4-nitrophenyl)methyl carbonate 生成 [2-[1-bromo-2-[2-[(4-nitrophenyl)methoxycarbonylamino]ethylsulfanyl]ethyl]-3-methyl-4-oxoazetidin-3-yl]methyl (4-nitrophenyl)methyl carbonate
  参考文献：
  名称：

  CHRISTENSEN, B. G.;JOHNSTON, D. B. R.;SCHMITT, S. M.

  摘要：

  DOI：
• 作为产物：
  描述：

  氯甲酸对硝基苄酯 在 六甲基磷酰三胺 、 lithium hydroxide 、 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 98.67h， 生成 bis (p-nitrobenzyloxycarbonylaminoethyl)disulfide
  参考文献：
  名称：

  Preparation and antibacterial activity of .DELTA.1-thienamycin

  摘要：

  delta 1-Thienamycin (2), a double-bond isomer of thienamycin, was prepared by isomerizing N-[[(p-nitrobenzyl)oxy]-carbonyl]thienamycin p-nitrobenzyl ester (5b) with DBU in Me2SO followed by hydrogenolysis of the protecting groups. When evaluated in a disc-diffusion antibacterial assay, delta 1-thienamycin was found to be essentially devoid of activity. The lack of antibacterial activity was ascribed to a chemically less reactive beta-lactam amide bond than that found in thienamycin.

  DOI：

  10.1021/jm00137a032

文献信息

• 3-Substituted-6-substituted-7-oxo-1-azabicyclo (3.2.0)-hept-2-ene-2-carboxylic acid, its preparation and pharmaceutical compositions containing it
  申请人：Merck & Co., Inc.

  公开号：EP0001628A1

  公开（公告）日：1979-05-02

  Disclosed are 3- and 6-substituted 7-oxo-1- aza-bicyclo [3.2.0] hept-2- ene-2- carboxylic acids having the structure: wherein R6, R' and Ra are, inter alia, independently selected from the group consisting of hydrogen, alkyl, alkenyl, aryl and aralkyl. Such compounds as well as their pharmaceutically aceptable salt, ester and amide derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.

  公开了具有以下结构的 3-和 6-取代的 7-氧代-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸： 其中 R6、R'和 Ra 除其他外独立地选自氢、烷基、烯基、芳基和芳烷基组成的组。此类化合物及其药用盐、酯和酰胺衍生物可用作抗生素。此外，还公开了制备此类化合物的工艺、包含此类化合物的药物组合物以及治疗方法，其中包括在需要抗生素效果时施用此类化合物和组合物。
• 2-Substituted-6-substituted-1-carbadethiapen-2-em-3-carboxylic acids, processes for preparing them, antibiotic pharmaceutical compositions containing same and process for preparing intermediates
  申请人：Merck & Co., Inc.

  公开号：EP0017992A1

  公开（公告）日：1980-10-29

  Disclosed is a process for the total synthesis of 1-carbapenem antibiotics (I) from L-aspartic acid via intermediates II und III: wherein R is hydrogen, a pharmaceutically acceptable ester moiety or salt cation, or a readily removable blocking group; R6 and R7 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, alkenyl, aryl and aralkyl; Rl' is hydrogen or a protecting group; and Ra, Rb and Rc are independently selected from alkyl, aryl and aralkyl.

  本发明公开了一种由 L-天冬氨酸通过中间体 II 和 III 全合成 1-碳青霉烯类抗生素 (I) 的工艺： 其中，R 是氢、药学上可接受的酯基或盐阳离子或易于去除的封端基；R6 和 R7 除其他外，独立地选自氢、烷基、烯基、芳基和芳烷基组成的组；Rl'是氢或保护基；Ra、Rb 和 Rc 独立地选自烷基、芳基和芳烷基。
• A process for preparing intermediates useful for preparing 2-substituted-6-substituted-1-carbadethiapen-2-em-3-carboxylic acids
  申请人：Merck & Co., Inc.

  公开号：EP0082133A2

  公开（公告）日：1983-06-22

  Disclosed is a process for preparing intermediates having the structure wherein R6, R7 and R8 are, inter alia independently selected from the group consisting of hydrogen, alkyl, alkenyl, aryl and aralkyl. Such compounds are useful for preparing 2-substituted-6-substituted-1 -carbadethiapen-2-em-3-carboxylic acid antibiotics as well as their pharmaceutically acceptable salt, ester and amide derivatives.

  本发明公开了一种制备具有以下结构的中间体的工艺，其中 R6、R7 和 R8 除其他外独立地选自氢、烷基、烯基、芳基和芳烷基组成的组。 这类化合物可用于制备 2-取代-6-取代-1-甲硫基-2-em-3-羧酸抗生素及其药学上可接受的盐、酯和酰胺衍生物。
• Shukis, W. F.; Zambito, A. J.; Grabowski, E. J. J., Synthetic Communications, 1984, vol. 14, # 7, p. 613 - 620
  作者：Shukis, W. F.、Zambito, A. J.、Grabowski, E. J. J.

  DOI：——

  日期：——
• Trimethylsilyl as a Sulfur-Protecting Group; A New Convenient Preparation of<i>N</i>-Protected 2-Aminoethanethiols
  作者：I. Shinkai、T. Liu、R. Reamer、M. Sletzinger

  DOI：10.1055/s-1980-29273

  日期：——