7-(1-Hydroxy-1-p-bromophenacyloxycarbonylmethyl)-8-oxo-7-azabicyclo[4,2,0]oct-3-ene | 68485-83-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-(1-Hydroxy-1-p-bromophenacyloxycarbonylmethyl)-8-oxo-7-azabicyclo[4,2,0]oct-3-ene
• 英文别名: 7-(1-Hydroxy-1-p-bromophenacyloxycarbonylmethyl)-8-oxo-7-azabicyclo[4.2.0]oct-3-ene；[2-(4-bromophenyl)-2-oxoethyl] 2-hydroxy-2-(8-oxo-7-azabicyclo[4.2.0]oct-3-en-7-yl)acetate
• CAS: 68485-83-6
• 化学式: C₁₇H₁₆BrNO₅
• 分子量: 394.222
• InChiKey: KXJZYGKCJAGGFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  83.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-(1-Hydroxy-1-p-bromophenacyloxycarbonylmethyl)-8-oxo-7-azabicyclo[4,2,0]oct-3-ene 在 2,6-二甲基吡啶 、 氯化亚砜 作用下， 生成 p-Bromophenacyl 6-(3-methoxycarbonyl-2-propen-1-yl)-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
  参考文献：
  名称：

  Bateson, John H.; Quinn, Alison M.; Smale, Terence C., Journal of the Chemical Society. Perkin transactions I, 1985, p. 2219 - 2234

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醛酸水合物 、 2,4'-二溴苯乙酮 在 六甲基磷酰三胺 、 silica gel potassium carbonate 作用下， 以 N-甲基乙酰胺 为溶剂， 生成 7-(1-Hydroxy-1-p-bromophenacyloxycarbonylmethyl)-8-oxo-7-azabicyclo[4,2,0]oct-3-ene
  参考文献：
  名称：

  Bicyclic .beta.-lactam antibiotics

  摘要：

  式(I)的化合物：##STR1##其中G是氢，烷基，烯基，取代烷基或取代烯基，R.sub.1是烷基或芳基，取代烷基或取代芳基，R是有机基团，使得--CO.sub.2 R是酯基团。这些化合物可用作抗菌和β-内酰胺酶抑制剂。

  公开号：

  US04223038A1

文献信息

• 4-Allyl azetidinone intermediate for .beta.-lactam antibacterial agents
  申请人：Beecham Group Limited

  公开号：US04401595A1

  公开（公告）日：1983-08-30

  Compounds are provided of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group and A.sub.1 is a hydrogen atom or a methyl group. These compounds possess antibacterial activity. The preparation of these compounds is described.

  提供以下化合物的公式（II）：##STR1## 其中R₁是一个基团，使得CO₂R₁是一个酯基团，并且A₁是一个氢原子或甲基。这些化合物具有抗菌活性。这些化合物的制备方法如下所述。
• .beta.-Lactam antibacterial agents
  申请人：Beecham Group Limited

  公开号：US04405637A1

  公开（公告）日：1983-09-20

  Compounds are described of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group; A.sub.1 is a hydrogen atom; and A.sub.2 is a group CR.sub.2 R.sub.3 R.sub.4 wherein R.sub.2 is a hydrogen atom or a hydroxyl group; R.sub.3 is a hydrogen atom or a lower alkyl group; and R.sub.4 is a hydrogen atom or a lower alkyl group, a benzyl group, a phenyl group or is joined to R.sub.3 to form part of a C.sub.5-7 carboxylic ring or is a group of the formula CH(OH)R.sub.5 or CHX wherein R.sub.5 is a hydrogen atom or lower alkyl group and X is an oxygen atom or a CR.sub.6 R.sub.7 group where R.sub.6 is a hydrogen atom or a lower alkyl, phenyl, CN, CO.sub.2 R.sub.8 where R.sub.8 is a lower alkyl, phenyl or benzyl group and R.sub.7 is a hydrogen atom or a lower alkyl group or is joined to R.sub.6 to form part of a C.sub.5-7 carbocyclic ring. These compounds have been found to possess antibacterial properties. The preparation of these compounds is described.

  该文描述的是化合物的公式（II）：##STR1##其中R.sub.1是一个基团，使得CO.sub.2 R.sub.1是一个酯基团；A.sub.1是氢原子；A.sub.2是一个基团CR.sub.2 R.sub.3 R.sub.4，其中R.sub.2是氢原子或羟基；R.sub.3是氢原子或低碳基基团；R.sub.4是氢原子或低碳基基团、苄基团、苯基团或与R.sub.3结合形成C.sub.5-7羧基环的一部分，或者是公式CH（OH）R.sub.5或CHX的基团，其中R.sub.5是氢原子或低碳基基团，X是氧原子或CR.sub.6 R.sub.7基团，其中R.sub.6是氢原子或低碳基、苯基、CN、CO.sub.2 R.sub.8（其中R.sub.8是低碳基、苯基或苄基团），R.sub.7是氢原子或低碳基团，或与R.sub.6结合形成C.sub.5-7碳环。这些化合物具有抗菌性能。文中还描述了这些化合物的制备方法。
• Beta-lactam antibacterial agents
  申请人：Beecham Group Limited

  公开号：US04431587A1

  公开（公告）日：1984-02-14

  Compounds are described of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group; A.sub.1 is a hydrogen atom; and A.sub.2 is a group CR.sub.2 R.sub.3 R.sub.4 wherein R.sub.2 is a hydrogen atom or a hydroxyl group; R.sub.3 is a hydrogen atom or a lower alkyl group; and R.sub.4 is a hydrogen atom or a lower alkyl group, a benzyl group, a phenyl group or is joined to R.sub.3 to form part of a C.sub.5-7 carboxylic ring or is a group of the formula CH(OH)R.sub.5 or CHX wherein R.sub.5 is a hydrogen atom or lower alkyl group and X is an oxygen atom or a CR.sub.6 R.sub.7 group where R.sub.6 is a hydrogen atom or a lower alkyl, phenyl, CN, CO.sub.2 R.sub.8 where R.sub.8 is a lower alkyl, phenyl or benzyl group and R.sub.7 is a hydrogen atom or a lower alkyl group or is joined to R.sub.6 to form part of a C.sub.5-7 carbocyclic ring. These compounds have been found to possess antibacterial properties. The preparation of these compounds is described.

  化合物的结构式描述为（II）：##STR1## 其中R.sub.1是一个羧酸酯基团（CO.sub.2 R.sub.1）; A.sub.1是氢原子; A.sub.2是一个CR.sub.2 R.sub.3 R.sub.4基团，其中R.sub.2是氢原子或羟基; R.sub.3是氢原子或低碳基基团; R.sub.4是氢原子或低碳基基团、苄基、苯基或与R.sub.3结合形成C.sub.5-7羧基环的一部分，或是一个CH（OH）R.sub.5或CHX的基团，其中R.sub.5是氢原子或低碳基基团，X是氧原子或CR.sub.6 R.sub.7基团，其中R.sub.6是氢原子或低碳基、苯基、CN、CO.sub.2 R.sub.8（其中R.sub.8是低碳基、苯基或苄基），R.sub.7是氢原子或低碳基，或与R.sub.6结合形成C.sub.5-7碳环。这些化合物具有抗菌性能。本文描述了这些化合物的制备方法。
• Polycyclic compounds
  申请人：Beecham Group Limited

  公开号：US04289696A1

  公开（公告）日：1981-09-15

  The present invention provides a compound of formula (1): ##STR1## wherein G is hydrogen, alkyl, alkenyl, substituted alkyl or substituted alkenyl, R.sub.1 is alkyl or aryl, substituted alkyl or substituted aryl, and R is an organic group such that --CO.sub.2 R is an ester group. The compounds are useful as antibacterial and .beta.-lactamase inhibitory agents.

  本发明提供了一个化合物，其化学式为(1)：##STR1## 其中G是氢、烷基、烯基、取代烷基或取代烯基，R.sub.1是烷基或芳基，取代烷基或取代芳基，而R是一个有机基团，使得--CO.sub.2 R是一个酯基团。这些化合物可用作抗菌和β-内酰胺酶抑制剂。
• Intermediates for producing bicyclic .beta.-lactam-antibiotics
  申请人：Beecham Group Limited

  公开号：US04347181A1

  公开（公告）日：1982-08-31

  Compounds of the formula ##STR1## which are intermediates for producing antibacterial and .beta.-lactamase inhibiting compounds of the formula ##STR2## wherein R.sub.1 is alkyl of 1 to 6 carbon atoms, unsubstituted or substituted with hydroxy, amino, nitro, alkanoylamido of 1 to 6 carbon atoms, benzyloxycarbonylamido or p-nitrobenzyloxycarbonylamido; trityl; phenyl; or phenyl substituted by one or more members selected from the group consisting of halo, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, amino, alkanoylamido of 1 to 6 carbon atoms, benzyloxycarbonylamido or p-nitrobenzyloxycarbonylamido; R is alkyl of 1 to 6 carbon atoms, benzyl, p-nitrobenzyl, p-methoxybenzyl, phenacyl, p-bromophenacyl, 2,2,2-trichloroethyl, phthalidyl, phthalimidomethyl, .alpha.-ethoxycarbonyloxyethyl or alkanoyloxymethyl of 1 to 6 carbon atoms, and G is hydrogen, alkyl or alkenyl, said alkyl and alkenyl being unsubstituted or substituted with hydroxy, oxy, methoxycarbonyl, phenyl or phenyl substituted with alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, nitro or halo.

  式为##STR1##的化合物是生产抗菌和β-内酰胺酶抑制剂化合物的中间体，其中R.sub.1是1至6个碳原子的烷基，未取代或取代为羟基，氨基，1至6个碳原子的烷酰胺基，苄氧羰胺基或对硝基苄氧羰胺基；三苯甲基；苯基；或苯基取代为卤素，1至6个碳原子的烷基，1至6个碳原子的烷氧基，氨基，1至6个碳原子的烷酰胺基，苄氧羰胺基或对硝基苄氧羰胺基中的一种或多种成员的群；R是1至6个碳原子的烷基，苄基，对硝基苯甲基，对甲氧基苯甲基，苯乙酰基，对溴苯乙酰基，2,2,2-三氯乙基，邻苯二甲酰基，邻酰胺基甲基，α-乙氧羰酰氧乙基或1至6个碳原子的烷酰氧甲基，G是氢，烷基或烯基，所述烷基和烯基未取代或取代为羟基，氧基，甲氧羰基，苯基或苯基取代为1至6个碳原子的烷基，1至6个碳原子的烷氧基，硝基或卤素。