p-nitrobenzyl glyoxylate monohydrate

• 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: p-nitrobenzyl glyoxylate monohydrate
• 英文别名: p-nitrobenzyl glyoxylate hydrate；(4-nitrophenyl)methyl 2-oxoacetate;hydrate
• 化学式: C₉H₇NO₅*H₂O
• 分子量: 227.174
• InChiKey: OIHLWKOVIJPVHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.01
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  90.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  p-nitrobenzyl glyoxylate monohydrate 在 吡啶 、 2,6-二甲基吡啶 、 氯化亚砜 、 二甲基硫 、 臭氧 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 苯 为溶剂， 反应 24.58h， 生成 p-nitrobenzyl 5(S)-carbapen-2-em-3-carboxylate
  参考文献：
  名称：

  β-内酰胺类抗生素的核类似物。十九。外消旋和对映体 p-nitrobenzyl carbapen-2-em-3-carboxylates 的合成

  摘要：

  从廉价的山梨酸开始，通过关键中间体氮杂环丁酮酯 4 制备了外消旋和对映异构对硝基苄基碳烯-2-em-3-羧酸酯 3、3a 和 3b，从而建立了对硝基苄酯的全合成天然产品 SQ 27,860。对氮杂环丁酮薄荷酯 12 很容易实现光学拆分。还建立了绝对构型。

  DOI：

  10.1139/v83-391

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。
• 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。
• Antibacterial agents, and 4-thio azetidinone intermediates
  申请人：Bristol-Myers Company

  公开号：US04272437A1

  公开（公告）日：1981-06-09

  This invention relates to 2-substituted and 2,6-disubstituted penem compounds of the formula ##STR1## wherein Y is hydrogen, halo or certain organic substituents and X represents certain organic substituents. Also included in the invention are pharmaceutically acceptable salts of the above compounds and derivatives of the above compounds in which the carboxyl group at the 3-position is protected as by an easily removable ester protecting group. The compounds of the present invention are potent antibacterial agents or are of use as intermediates in the preparation of such agents.

  本发明涉及2-取代和2,6-二取代的青霉烯化合物，其公式为##STR1##，其中Y是氢、卤素或某些有机取代基，X代表某些有机取代基。发明还包括上述化合物的药用可接受盐和上述化合物的衍生物，其中3位的羧基被易于移除的酯保护基团所保护。本发明的化合物是强效的抗菌剂，或可用于制备此类药物的中间体。
• Process and ester derivatives useful for preparation of cephalosporins
  申请人：Pfizer Inc.

  公开号：US20020099205A1

  公开（公告）日：2002-07-25

  This invention relates a process for preparing a compound of formula (I) 1 wherein R 1 is para-nitrobenzyl or allyl; and X is halo, which is useful to prepare 3-cyclic-ether-substituted cephalosporins, from trimethylphosphinic compounds. This invention also relates to compounds useful in such process.

  本发明涉及一种制备公式(I)化合物的方法 1 其中R 1 是对硝基苄基或烯丙基；X是卤素，可用于从三甲基膦化合物制备3-环醚取代头孢菌素。本发明还涉及在这种过程中有用的化合物。
• 2-penem-3-carboxylic acid derivatives and use
  申请人：Sankyo Company Limited

  公开号：US04639441A1

  公开（公告）日：1987-01-27

  Compounds of formula (I): ##STR1## in which: R.sup.1 represents a hydrogen atom, an alkyl group, an alkoxy group or various substituted alkyl groups; R.sup.2 represents a hydrogen atom, a group of formula ##STR2## (in which R.sup.5 and R.sup.6 each represents an alkyl group, an aralkyl group or an aryl group, or R.sup.5 and R.sup.6 together represent a nitrogen-containing heterocyclic group) or a group of formula ##STR3## (in which R.sup.7 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted amino group, a cyclic amino group, a hydroxy group, an alkoxy group, an aryloxy group, an aralkyloxy group, a substituted or unsubstituted hydrazino group or a guanidino group, and A' represents a bivalent saturated aliphatic hydrocarbon group); and R.sup.3 represents a carboxy group or a protected carboxy group; and pharmaceutically acceptable salts thereof are valuable antibiotics and may be prepared from the corresponding 1-(protected carboxymethyl)-4-alkylthio-azetidin-2-one.

  公式(I)的化合物：##STR1## 其中：R.sup.1代表氢原子、烷基团、烷氧基团或各种取代烷基团；R.sup.2代表氢原子、公式##STR2##的团（其中R.sup.5和R.sup.6各自代表烷基团、芳烷基团或芳基团，或者R.sup.5和R.sup.6共同代表含氮杂环团）或公式##STR3##的团（其中R.sup.7代表氢原子、取代或不取代的烷基团、取代或不取代的氨基团、环状氨基团、羟基、烷氧基团、芳氧基团、芳烷氧基团、取代或不取代的肼基团或胍基团，A'代表二价饱和脂肪烃基团）；以及R.sup.3代表羧基或保护的羧基；且其药理可接受的盐是有价值的抗生素，可以由相应的1-(保护羧甲基)-4-烷基硫基-azetidin-2-酮制备。