o-nitrobenzyl glyoxylate | 67502-20-9

• 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: o-nitrobenzyl glyoxylate
• 英文别名: o-nitrobenzyl glyoxalate；Ortho-nitrobenzyl glyoxalate；glyoxylic acid o-nitrobenzyl ester；(2-Nitrophenyl)methyl oxoacetate；(2-nitrophenyl)methyl 2-oxoacetate
• CAS: 67502-20-9
• 化学式: C₉H₇NO₅
• 分子量: 209.158
• InChiKey: XMZFQKDSFDUTDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 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：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(1R)-1-[(2R,3S)-2-[3,3-bis(methylsulfanyl)-2-oxopropyl]-4-oxoazetidin-3-yl]ethyl] (2-nitrophenyl)methyl carbonate 、 o-nitrobenzyl glyoxylate 生成 (2-nitrophenyl)methyl 2-[(2R,3S)-2-[3,3-bis(methylsulfanyl)-2-oxopropyl]-3-[(1R)-1-[(2-nitrophenyl)methoxycarbonyloxy]ethyl]-4-oxoazetidin-1-yl]-2-hydroxyacetate
  参考文献：
  名称：

  CAMA L. D.;GUTHIKONDA R.;CHRISTENSEN B. G.

  摘要：

  DOI：
• 作为产物：
  描述：

  Bis[(2-nitrophenyl)methyl] 2,3-dihydroxybutanedioate 生成 o-nitrobenzyl glyoxylate
  参考文献：
  名称：

  SHIH, D. H.

  摘要：

  DOI：

文献信息

• Synthetic study of carbapenem antibiotics I. (±)-2-cyclopropyl-6-(1′-hydroxyethyl)-1-carbapen-2-em-3-carboxylic acid
  作者：David H. Shih、Judith A. Fayter、Burton G. Christensen

  DOI：10.1016/s0040-4039(01)81132-1

  日期：1984.1

  A synthetic scheme extensively utilizing silylation-desilylation reactions to achieve the total synthesis of 2,6-substituted carbapenem antibiotics from readily available azetidinones is reported. An epimeric pair of new 2,6-substituted carbapenems, (±)-2-cyclopropyl-6-(1′-hydroxyethyl)-1-carbapen-2-em-3-carboxylic acids were synthesized.

  报道了一种合成方案，该方案广泛地利用甲硅烷基化-去甲硅烷基化反应以从容易获得的氮杂环丁酮类化合物中完全合成2，6-取代的碳青霉烯类抗生素。合成了一对新的2,6-取代的碳青霉烯（（±）-2-环丙基-6-（1'-羟乙基）-1-carbapen-2-em-3-羧酸）的差向异构对。
• Synthetic approach to 6-amidocarbapenem antibiotics: Synthesis of a dl-6-phthalimido-1-carbapen-2-em derivative.
  作者：TETSUJI KAMETANI、ATSUSHI NAKAYAMA、HIROO MATSUMOTO、TOSHIO HONDA

  DOI：10.1248/cpb.31.2578

  日期：——

  A 6-phthalimidolcarbapenem derivative was synthesized by intramolecular Wittig cyclization.

  通过分子内维蒂希环化法合成了一种 6-邻苯二甲酰亚胺醇碳青霉烯衍生物。
• 1-carba-2-penem-3-carboxylic acid
  申请人：Merck & Co., Inc.

  公开号：US04775669A1

  公开（公告）日：1988-10-04

  Disclosed are 1-carba-2-penem-3-carboxylic acids of the following structure: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, aryl, and aralkyl. Such compounds as well as their pharmaceutically acceptable salt, ester and amide derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmacetical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.

  本发明揭示了以下结构的1-卡巴-2-青霉烷-3-羧酸：##STR1## 其中R.sup.1，R.sup.2和R.sup.3等独立地从氢，烷基，芳基和芳基烷基等选组中选择。这些化合物及其医药上可接受的盐，酯和酰胺衍生物作为抗生素有用。还揭示了制备这些化合物的过程，包含这些化合物的药物组合物以及在需要抗生素效果时，给予这些化合物和组合物的治疗方法。
• 1-Carba-2-penem-3-carboxylic acid
  申请人：Merck & Co., Inc.

  公开号：US04543257A1

  公开（公告）日：1985-09-24

  Disclosed are 1-carba-2-penem-3-carboxylic acids of the following structure: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, aryl, and aralkyl. Such compounds as well as their pharmaceutically acceptable 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.

  本发明公开了以下结构的1-卡巴-2-青霉烷-3-羧酸：##STR1## 其中R.sup.1，R.sup.2和R.sup.3等独立选择自氢，烷基，芳基和芳基烷基等群。此类化合物以及它们的药学上可接受的盐，酯和酰胺衍生物可用作抗生素。还公开了制备这种化合物的方法，包括这种化合物的制药组合物和在需要抗生素效果时，通过给予这种化合物和组合物的方法进行治疗。
• Process for preparing 1-carba-2-penem-3-carboxylic acid
  申请人：Merck & Co., Inc.

  公开号：US05055573A1

  公开（公告）日：1991-10-08

  ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, aryl, and aralykl. Such compounds as well as their pharmaceutically acceptable 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.

  其中，R.sup.1、R.sup.2和R.sup.3等独立地选自氢、烷基、芳基和芳基烷基等组成的群体。这些化合物及其药学上可接受的盐、酯和酰胺衍生物可用作抗生素。还公开了制备这些化合物的方法、包含这些化合物的药物组合物以及在需要抗生素作用时，通过给予这些化合物和组合物进行治疗的方法。