8-Oxo-7-phenylacetylamino-3-(tetrahydrofuran-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

• 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: 8-Oxo-7-phenylacetylamino-3-(tetrahydrofuran-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester
• 英文别名: Allyl-7-phenylacetamido-3-(tetrahydrofuran-2-yl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]-oct-2-ene-2-carboxylate；Prop-2-enyl 8-oxo-3-(oxolan-2-yl)-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 化学式: C₂₂H₂₄N₂O₅S
• 分子量: 428.509
• InChiKey: WMPWZRCKXNUGDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-Oxo-7-phenylacetylamino-3-(tetrahydrofuran-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester 、 五氯化磷 在 sodium chloride 、 sodium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 7-Amino-8-oxo-3-(tetrahydrofuran-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester
  参考文献：
  名称：

  Process and ester derivatives useful for preparation of cephalosporins

  摘要：

  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。

  公开号：

  US20020099205A1

文献信息

• Coupling process and intermediates useful for preparing cephalosporins
  申请人：Pfizer Inc.

  公开号：US20020198375A1

  公开（公告）日：2002-12-26

  The process of the present invention and the preparation of the compound of the present invention are illustrated in the following reaction schemes. Except where otherwise indicated, in the reaction schemes and discussion that follow, substituents R 1 , R 2 , R 3 , L, A 1 , A 2 and X are as defined above unless otherwise described. This invention relates to a novel process for the preparation of 3 -cyclic-ether-substituted cephalosporins of formula I 1 wherein the group CO 2 R 1 is a carboxylic acid or a carboxylate salt and R 2 has the formula: 2 wherein A 1 is selected from the group consisting of C 6-10 aryl, C 1-10 heteroaryl and C 1-10 heterocyclyl; A 2 is selected from the group consisting of hydrogen, C 1-6 alkyl, C 3-10 cycloalkyl, C 6-10 aryl, C 1-6 alkyl(CO)(C 1-6 )alkyl-O—, HO(CO)(C 1-6 )alkyl, mono-(C 6-10 aryl)(C 1-6 alkyl), di-(C 6-10 aryl)(C 1-6 alkyl) and tri-(C 6-10 aryl)(C 1-6 alkyl); from a zwitterionic compound of formula II; or from a compound of formula V: 3 wherein R 2 is as defined above and R 3 is para-nitrobenzyl or allyl. The invention also relates to the preparation of the above compounds of formulae II and V.

  本发明涉及一种新型的制备公式I1中的3-环氧基取代头孢菌素的方法，其中羧酸基CO2R1是羧酸或羧酸盐，R2具有公式2，其中A1选自C6-10芳基，C1-10杂芳基和C1-10杂环基的群；A2选自氢，C1-6烷基，C3-10环烷基，C6-10芳基，C1-6烷基（CO）（C1-6）烷基-O-，HO（CO）（C1-6）烷基，单-(C6-10芳基)(C1-6烷基)，双-(C6-10芳基)(C1-6烷基)和三-(C6-10芳基)(C1-6烷基)的群；在反应方案和讨论中，除非另有说明，取代基R1，R2，R3，L，A1，A2和X与上述定义相同。此外，本发明还涉及制备公式II和V中上述化合物的方法。其中公式II为一种双离子化合物，公式V为一种化合物，其中R2如上所述，R3为对硝基苯甲基或丙烯基。
• PROCESS AND ESTER DERIVATIVES USEFUL FOR PREPARATION OF CEPHALOSPORINS
  申请人：Pfizer Products Inc.

  公开号：EP1339723A1

  公开（公告）日：2003-09-03
• US7129350B2
  申请人：——

  公开号：US7129350B2

  公开（公告）日：2006-10-31
• [EN] PROCESS AND ESTER DERIVATIVES FOR PREPARATION OF CEPHALOSPORINS<br/>[FR] PROCEDE ET DERIVES D'ESTER UTILES POUR LA PREPARATION DE CEPHALOSPORINES
  申请人：PFIZER PROD INC

  公开号：WO2002046199A1

  公开（公告）日：2002-06-13

  This invention relates a process for preparing a compound of formula (I) wherein R1 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.
• 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。