[1]高明,李德江.甲氧头孢中间体7-MAC的合成工艺改进[J].江西师范大学学报(自然科学版),2012,(06):551-553.
 GAO Ming,LI De-jiang.The Process Improvement in the Synthetic Method of Intermediate of Methoxy Cephalosporin 7-MAC[J].,2012,(06):551-553.
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甲氧头孢中间体7-MAC的合成工艺改进()
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《江西师范大学学报》(自然科学版)[ISSN:1006-6977/CN:61-1281/TN]

卷:
期数:
2012年06期
页码:
551-553
栏目:
出版日期:
2012-12-01

文章信息/Info

Title:
The Process Improvement in the Synthetic Method of Intermediate of Methoxy Cephalosporin 7-MAC
作者:
高明;李德江
三峡大学化学与生命科学学院, 湖北 宜昌 443002
Author(s):
GAO Ming LI De-jiang
关键词:
7-MAC合成工艺改进
Keywords:
7-MACsynthesisprocess improvement
分类号:
O625.31
文献标志码:
A
摘要:
以7-ACA为原料,浓硫酸作催化剂,乙腈为溶剂,与1-甲基-5-巯基-1,2,3,4-四氮唑反应得到中间体7-TMCA,产率为90;;再以二甲基亚砜为溶剂,将新制的二苯基重氮甲烷与7-TMCA在45℃反应5 h,得中间体7-ATCA,产率为92;;7-ATCA与3,5-二叔丁基-4-羟基苯甲醛加热回流得中间体Schiff Base A,产率为95;; Schiff Base A与复合氧化剂B、甲醇反应得Schiff Base B,产率为93;.最后以甲醇-THF-H2O为溶剂,将Schiff Base B与Girard T试剂反应得7-MAC,产率为92;.7-MAC的总收率达到62;,其结构经核磁氢谱及质谱确证.
Abstract:
7-TMCA was synthesized in 90; yield by the reaction of 7-ACA with 1-methyl-5- mercapto-1, 2, 3, 4-tetrazole in the presence of concentrated sulfuric acid as catalyst and acetonitrile as solvent. 7-TMCA reacted with the new synthetic diphenyl diazomethane at 45 ℃ for 5 h in the presence of DMSO to prepare 7-ATCA in 92; yield. Then dehydration 7-ATCA of 3, 5-ditertbutyl-4-hydroxybenzaldehyde to afford Schiff Base A in 95;yield. Schiff Base B in 93;yield was prepared by the oxidation and addition of Schiff Base A with oxadant B and methanol. Finally, in the presence of CH3CH2OH-THF-H2O, the reaction of Schiff Base B with Girard's Reagent T to obtain 7-MAC. Yield:92;, HPLC purity:99.20;. The total yield of the title product was 62;(using calculation based on 7-ACA).The structures of 7-MAC was confirmed by IR, 1H NMR and MS spectroscopy.

参考文献/References:

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更新日期/Last Update: 1900-01-01