benzyl <4-allyl-3-(2-hydroxyethyl)-2-oxoazetidin-1-yl>(triphenylphosphoranylidene)acetate | 68485-54-1

• 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: benzyl <4-allyl-3-(2-hydroxyethyl)-2-oxoazetidin-1-yl>(triphenylphosphoranylidene)acetate
• 英文别名: 4-allyl-1-(1-benzyloxycarbonyl-1-triphenylphosphoranylidenemethyl)-3-(1-hydroxyethyl)azetidin-2-one；4-allyl-3-(1-hydroxyethyl)-1-(1-benzyloxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one；benzyl 2-[3-(1-hydroxyethyl)-2-oxo-4-prop-2-enylazetidin-1-yl]-2-(triphenyl-λ5-phosphanylidene)acetate
• CAS: 68485-54-1
• 化学式: C₃₅H₃₄NO₄P
• 分子量: 563.633
• InChiKey: FXAUWZKYJCTTJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl <4-allyl-3-(2-hydroxyethyl)-2-oxoazetidin-1-yl>(triphenylphosphoranylidene)acetate 以17%的产率得到benzyl trans-(5RS,6SR,8SR)-6-(1-hydroxyethyl)-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：

  4-allyl-1-(1-benzyloxycarbonyl-1-triphenylphosphoranylidenemethyl)-azetidin-2-one 、 N-环己基异丙基胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 以65%的产率得到benzyl <4-allyl-3-(2-hydroxyethyl)-2-oxoazetidin-1-yl>(triphenylphosphoranylidene)acetate
  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

• .beta.-Lactam antibacterial agents
  申请人：Beecham Group Limited

  公开号：US04350703A1

  公开（公告）日：1982-09-21

  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.

  描述的化合物公式为(II): ##STR1## 其中R1是一个基团，使得CO2R1是一个酯基团；A1是一个氢原子；A2是一个CR2R3R4基团，其中R2是一个氢原子或一个羟基；R3是一个氢原子或一个低级烷基团；R4是一个氢原子或一个低级烷基团、苄基团、苯基团或与R3结合形成一个C5-7羧酸环，或者是一个CH(OH)R5或CHX基团，其中R5是一个氢原子或低级烷基团，X是一个氧原子或一个CR6R7基团，其中R6是一个氢原子或低级烷基、苯基、CN、CO2R8，其中R8是一个低级烷基、苯基或苄基团，R7是一个氢原子或低级烷基团或与R6结合形成一个C5-7碳环。这些化合物具有抗菌性质。这些化合物的制备方法已经描述。
• Bicyclic .beta.-lactam antibiotics
  申请人：Beecham Group Limited

  公开号：US04223038A1

  公开（公告）日：1980-09-16

  Compounds of the formula (I): ##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 are produced. The compounds are useful as antibacterial and .beta.-lactamase inhibitory agents.

  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。
• .beta.-Lactam containing compounds, their preparation and use
  申请人：Beecham Group Limited

  公开号：US04446146A1

  公开（公告）日：1984-05-01

  The compounds of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is a carboxylic acid group or a salt or ester thereof; R.sub.2 is a group of the sub-formula (a) or (b): --CR.sub.4 .dbd.C(R.sub.5) NH.CO.sub.n R.sub.6 (a) --CR.sub.7 .dbd.C(R.sub.8)R.sub.9 (b) wherein R.sub.4 is a hydrogen atom or a lower alkyl group; R.sub.5 is a hydrogen atom or a lower alkyl group; R.sub.6 is a lower alkyl, phenyl, fluorophenyl, chlorophenyl, bromophenyl or benzyl group; and n is 1 or 2; R.sub.7 is a hydrogen or a lower alkyl group; R.sub.8 is a hydrogen atom or a lower alkyl group; R.sub.9 is a hydrogen atom or a lower alkyl or phenyl group; R.sub.3 is a group of the sub-formula (c): CR.sub.10 R.sub.11 R.sub.12 (c) wherein R.sub.10 is a hydrogen atom or a hydroxyl or O.CO.R.sub.13 or O.CO.OR.sub.13 group where R.sub.13 is a lower alkyl, phenyl, benzyl, fluorobenzyl, chlorobenzyl, bromobenzyl, lower alkoxybenzyl or nitrobenzyl group; R.sub.11 is a hydrogen atom or a lower alkyl group; R.sub.12 is a hydrogen atom or a lower alkyl group; said compounds being in the form of R,S-mixture at C-5: are antibacterial agents. Their use and a process for their preparation is described.

  公式（II）的化合物：##STR1## 其中R.sub.1是一种基团，使得CO.sub.2 R.sub.1是羧酸基团或其盐或酯; R.sub.2是亚式（a）或（b）的基团：--CR.sub.4 .dbd.C（R.sub.5）NH.CO.sub.n R.sub.6（a）--CR.sub.7 .dbd.C（R.sub.8）R.sub.9（b）其中R.sub.4是氢原子或较低的烷基基团; R.sub.5是氢原子或较低的烷基基团; R.sub.6是较低的烷基，苯基，氟苯基，氯苯基，溴苯基或苄基; n为1或2; R.sub.7是氢或较低的烷基基团; R.sub.8是氢原子或较低的烷基基团; R.sub.9是氢原子或较低的烷基或苯基; R.sub.3是亚式（c）的基团：CR.sub.10 R.sub.11 R.sub.12（c）其中R.sub.10是氢原子或羟基或O.CO.R.sub.13或O.CO.OR.sub.13基团，其中R.sub.13是较低的烷基，苯基，苄基，氟苯基，氯苯基，溴苯基，较低的烷氧基苄基或硝基苯基; R.sub.11是氢原子或较低的烷基基团; R.sub.12是氢原子或较低的烷基基团; 这些化合物在C-5处形成R，S混合物：是抗菌剂。描述了它们的用途和制备过程。
• Derivatives of 7-oxo-1-azabicyclo(3.2.0)-hept-2-ene-2-carboxylic acid, their preparation, pharmaceutical compositions containing them and intermediates
  申请人：BEECHAM GROUP PLC

  公开号：EP0002564A1

  公开（公告）日：1979-06-27

  The present invention provides a compound of formula (i):- where G is hydrogen, alkyl, alkenyl, substituted alkyl or Substituted alkenyl R, is alkyl or aryl, substituted alkyl or subsbluted aryl and R is an organic group such that-CO2R is an ester group The compounds are useful as antibacterial and 6 lactamase inhibitory agents.

  本发明提供了一种式(i)化合物：- G是氢、烷基、烯基、取代烷基或取代烯基。 式中 G 是氢、烷基、烯基、取代的烷基或取代的烯基 R 是烷基或芳基、取代的烷基或取代的芳基，R 是有机基团，如-CO2R 是酯基 这些化合物可用作抗菌剂和 6 内酰胺酶抑制剂。
• Beta-lactam-containing compounds, their preparation and pharmaceutical compositions containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0008497B1

  公开（公告）日：1984-10-24