4-(1-methyl-2-acetoxyethyl)-2-azetidinone | 75486-37-2

• 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: 4-(1-methyl-2-acetoxyethyl)-2-azetidinone
• 英文别名: 2-(4-Oxoazetidin-2-yl)propyl acetate
• CAS: 75486-37-2
• 化学式: C₈H₁₃NO₃
• 分子量: 171.196
• InChiKey: COEVCVNEWNQPFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-methyl-2-acetoxyethyl)-2-azetidinone 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 4-<2-hydroxy-1-methylethyl>-azetidin-2-one
  参考文献：
  名称：

  6- and 1-Substituted-1-carbadethiapen-2-em-3-carboxylic acid

  摘要：

  本发明涉及以下结构的6-和1-取代的1-卡巴德硫杂青霉烷-2-烯-3-羧酸：##STR1## 其中R.sup.1，R.sup.2和R.sup.3是独立选择自氢，烷基，芳基和芳烷基等组的。这些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。还揭示了制备这些化合物的过程，包括这些化合物的药物组合物和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。

  公开号：

  US04206219A1
• 作为产物：
  描述：

  [(E)-2-(4-oxoazetidin-2-yl)prop-1-enyl] acetate 生成 4-(1-methyl-2-acetoxyethyl)-2-azetidinone
  参考文献：
  名称：

  CHRISTENSEN, B. G.;SHIH, D. H.

  摘要：

  DOI：

文献信息

• 1-, 6- And 2-substituted-1-carba-2-penem-3-carboxylic acids
  申请人：Merck & Co., Inc.

  公开号：US04260627A1

  公开（公告）日：1981-04-07

  Disclosed are 1-, 6- and 2-substituted-1-carba-2-penem-3-carboxylic acids of the following structure: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 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.

  本发明涉及以下结构的1-，6-和2-取代的1-卡巴-2-青霉烷-3-羧酸：##STR1## 其中R.sup.1，R.sup.2，R.sup.3和R.sup.4是独立地选自氢，烷基，芳基和芳烷基等组中的化合物。此类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。还公开了制备这种化合物的方法，包括含有这种化合物的制药组合物以及在需要抗生素效果时给予这种化合物和组合物的治疗方法。
• Process for preparing 1-6-and 2-substituted-1-carba-2-penem-3-carboxylic
  申请人：Merck & Co., Inc.

  公开号：US04465632A1

  公开（公告）日：1984-08-14

  Disclosed are 1-, 6- and 2-substituted-1-carba-2-penem-3-carboxylic acids of the following structure: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 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.

  本发明涉及以下结构的1-，6-和2-取代的1-卡巴-2-青霉烷-3-羧酸：##STR1## 其中R.sup.1，R.sup.2，R.sup.3和R.sup.4是独立选择自氢，烷基，芳基和芳基烷基等群的化合物。这些化合物及其药学上可接受的盐，酯和酰胺衍生物作为抗生素是有用的。本发明还涉及制备这些化合物的过程，包含这些化合物的制药组合物，以及在需要抗生素效果时，通过给予这些化合物和组合物进行治疗的方法。
• 6- and 4-substituted-1-azabicyclo(3.2.0)heptan-3, 7-dione-2-carboxylates
  申请人：Merck & Co., Inc.

  公开号：US04994568A1

  公开（公告）日：1991-02-19

  Disclosed are 6- and 4-substituted-1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylic acid esters and salts (I) which are useful in the preparation of 6-, 1- and 2-substituted carbapenem antibiotics. ##STR1## wherein R.sup.5 is a pharmaceutically acceptable ester moiety or a removable protecting group or an alkali or alkaline earth metal cation such as sodium or potassium and wherein R.sup.1, R.sup.2, Rhu 3 and R.sup.4 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, aryl and aralkyl. Another embodiment disclosed is a group of compounds having the formula ##STR2## where X is a leaving group.

  本发明涉及6-和4-取代的1-氮杂双环[3.2.0]庚烷-3,7-二酮-2-羧酸酯和盐(I)，它们在制备6-，1-和2-取代的碳青霉烯类抗生素中有用。其中R.sup.5是药用可接受的酯基或可拆卸的保护基或碱金属或碱土金属阳离子，例如钠或钾，而R.sup.1，R.sup.2，Rhu 3和R.sup.4是独立选择自氢，烷基，芳基和芳基烷基等组中的一种。另一种实施方式涉及具有以下式子的化合物组：##STR2## 其中X是离去基团。
• 6- and 4-Substituted-1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylates
  申请人：Merck & Co., Inc.

  公开号：US04350631A1

  公开（公告）日：1982-09-21

  Disclosed are 6- and 4-substituted-1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylic acid esters and salts (I) which are useful in the preparation of 6-, 1- and 2-substituted carbapenem antibiotics. ##STR1## wherein R.sup.5 is a pharmaceutically acceptable ester moiety or a removable protecting group or an alkali or alkaline earth metal cation such as sodium or potassium and wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, aryl and aralkyl.

  本发明涉及6-和4-取代的1-氮杂双环[3.2.0]庚烷-3,7-二酮-2-羧酸酯和盐(I)，可用于制备6-，1-和2-取代的碳青霉烯类抗生素。其中，R.sup.5是药物可接受的酯基或可去除的保护基或碱金属或碱土金属阳离子，如钠或钾，而R.sup.1、R.sup.2、R.sup.3和R.sup.4等在其中独立地选自氢、烷基、芳基和芳烷基等组。
• 1-, 6- and 2-substituted-1-carba-2-penem-3-carboxylic acids, process for preparing the same and pharmaceutical compositions containing the same
  申请人：Merck & Co., Inc.

  公开号：EP0010316A1

  公开（公告）日：1980-04-30

  Disclosed are 1-, 6- and 2-substituted-1-carba -2-penem-3-carboxylic acids of the following structure: wherein R1, R2, R3 and R4 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 and pharmaceutical compositions comprising such compounds.

  本发明公开了具有以下结构的 1-、6-和 2-取代-1-咔巴-2-烯-3-羧酸： 其中 R1、R2、R3 和 R4 除其他外独立地选自氢、烷基、芳基和芳烷基组成的组。此类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。此外，还公开了制备此类化合物和包含此类化合物的药物组合物的工艺。