p-Nitrobenzyl (5R,6R)-3-[(E)-2-acetamidoethenylthio]-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | 72584-13-5

• 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: p-Nitrobenzyl (5R,6R)-3-[(E)-2-acetamidoethenylthio]-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• 英文别名: p-Nitrobenzyl (5R,6R)-3-[E-2-acetamidoethenyl-thio]-6-[(S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate；p-Nitrobenzyl (5R,6R)-3-[(E)-2-acetamidoethenylthio]-6-[(S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate；(4-nitrophenyl)methyl (5R,6R)-3-[(E)-2-acetamidoethenyl]sulfanyl-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• CAS: 72584-13-5
• 化学式: C₂₀H₂₁N₃O₇S
• 分子量: 447.469
• InChiKey: IJFZFEDXRGAAMV-WRWXZLMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  167
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  p-Nitrobenzyl (5R,6R)-3-[(E)-2-acetamidoethenylthio]-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 生成 (4-nitrophenyl)methyl (5R,6R)-6-[(1S)-1-hydroxyethyl]-7-oxo-3-sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
  参考文献：
  名称：

  CORBETT, DAVID F.;COULTON, STEVEN;KNOWLES, DAVID J.;SOUTHGATE, ROBERT, J. ANTIBIOTICS, 43,(1990) N, C. 1137-1149

  摘要：

  DOI：

文献信息

• Carbapenum derivatives, a process for their preparation and their use in
  申请人：Beecham Group Limited

  公开号：US04278686A1

  公开（公告）日：1981-07-14

  The present invention provides antibiotic compounds of the formula: ##STR1## and salts and cleavable esters thereof wherein X is a SCH.sub.2 CH.sub.2 NH.sub.2 or YNH-COCH.sub.3 group where Y is a SCH.sub.2 CH.sub.2, trans --SO--CH.dbd.-- or cis or trans --S--CH.dbd.CH-- group and R is a lower alkyl, aryl, aralkyl, lower alkenyl, or substituted lower alkyl.

  本发明提供了化合物的抗生素，其化学式为：##STR1##和其盐和可水解酯，其中X是SCH.sub.2 CH.sub.2 NH.sub.2或YNH-COCH.sub.3基团，其中Y是SCH.sub.2 CH.sub.2，trans -SO-CH.dbd.-或cis或trans -S-CH.dbd.CH-基团，R是较低的烷基，芳基，芳基烷基，较低的烯基或取代较低的烷基。
• Reaction of olivanic acids with hypobromous acid: the preparation and use of a versatile intermediate, the C-3 thiol
  作者：David F. Corbett

  DOI：10.1039/c39810000803

  日期：——

  The 3-(E)-2-acetamidoethenylthio-substituent of olivanic acid derivatives reacts with hypobromous acid to afford a C-3 thiol which undergoes alkylation reactions and addition to propiolates.

  橄榄酸衍生物的3-（E）-2-乙酰氨基乙烯基硫基取代基与次溴酸反应，得到C-3硫醇，其经过烷基化反应并加成丙酸酯。
• Antibiotics, their preparation and use
  申请人：BEECHAM GROUP PLC

  公开号：EP0081312A2

  公开（公告）日：1983-06-15

  Compound of formula (II) and salts and esters are useful for treating bacterial infections: wherein: R' is hydrogen, -CHO, or -S03H or a pharmaceutically acceptable salt thereof; R2 and R3 are independently hydrogen, hydrocarbon, hydrocarbyicarbonyl, hydrocarbylcarbonylamino; or R2 and R3 together with the nitrogen atom to which they are attached form a heterocyclic ring; R2 and R3 being optionally substituted.

  式（II）化合物及其盐和酯可用于治疗细菌感染：其中：R'是氢、-CHO 或-S03H 或其药学上可接受的盐；R2 和 R3 独立地是氢、烃、烃基羰基、烃基羰基氨基；或 R2 和 R3 与它们所连接的氮原子一起形成杂环；R2 和 R3 被任选取代。
• BASKER, MICHAEL J.;CORBETT, DAVID F.;COULTON, STEVEN;SOUTHGATE, ROBERT, J. ANTIBIOTICS, 43,(1990) N, C. 847-857
  作者：BASKER, MICHAEL J.、CORBETT, DAVID F.、COULTON, STEVEN、SOUTHGATE, ROBERT

  DOI：——

  日期：——
• CORBETT, DAVID F.;COULTON, STEVEN;KNOWLES, DAVID J.;SOUTHGATE, ROBERT, J. ANTIBIOTICS, 43,(1990) N, C. 1137-1149
  作者：CORBETT, DAVID F.、COULTON, STEVEN、KNOWLES, DAVID J.、SOUTHGATE, ROBERT

  DOI：——

  日期：——