新型磷酰活性酯法合成头孢呋辛酸的研究

J4 ›› 2011, Vol. 46 ›› Issue (3): 9-12.

新型磷酰活性酯法合成头孢呋辛酸的研究

任会学^1,2, 应汉杰², 刘畅¹,贾祥风¹,杨延钊³

1. 山东建筑大学市政与环境工程学院, 山东济南 250101;
2. 南京工业大学生物与制药工程学院, 江苏南京 210009;
3. 山东大学化学与化工学院, 山东济南 250100

收稿日期:2010-08-02 发布日期:2011-04-21
作者简介:任会学(1970- ),男,副教授,博士研究生,研究方向为有机合成及生物化工.Email: huixuemail@sina.com
基金资助:
山东省自然科学基金资助项目(Y2007B42)

Study on the synthesis of Cefuroxime acid with a new phosphoryl active ester

REN Hui-xue^1,2, YING Han-jie², LIU Chang¹, JIA Xiang-feng¹, YANG Yan-zhao³

1. School of Municipal and Environmental Engineering, Shandong Jianzhu University, Jinan 250101, Shandong, China;
2. College of Life Science and Pharmaceutical Engineering Nanjing University of Technology, Nanjing 210009, Jiangsu, China;
3. School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, Shandong, China

Received:2010-08-02 Published:2011-04-21

摘要/Abstract

摘要：

报道一种改进的头孢呋辛酸的合成方法。用新型高活性的磷酰活性酯-二乙氧基硫代磷酰(Z)-2-呋喃基-2-甲氧亚胺乙酸酯(SMIF-DP)替代原有的亲电试剂,改进了头孢呋辛酸合成路线中的7-位氨酰化反应,简化了该合成路线中的水解反应与复合反应步骤,不用分离中间体,一锅法合成了3-去氨酰基-头孢呋辛酸(DCCF),头孢呋辛酸产品的总收率达到67.7％。

关键词: 磷酰活性酯;头孢呋辛酸;合成

Abstract:

An improved synthesis of cefuroxime acid was presented. High activity with the phosphoryl new active ester of O, O-diethyl phosphorothioic (Z)-2-furyl-2-methoxyimino acetic anhydride (SMIF-DP)replaced the original electropHilic reagents. The cefuroxime acid synthesis route in the 7-bit aminoacylation reaction was improved. The synthetic routes are simplified in the hydrolysis reaction step and complex reaction step. The intermediates are not isolated in the synthetic routes. The one-pot method synthesized 3-decarbamoyl-cefuroxime (DCCF). The total yield of the Cefuroxime acid was 67.7％.

Key words: phosphoryl active ester; Cefuroxime acid; synthesis

任会学1,2, 应汉杰2, 刘畅1,贾祥风1,杨延钊3. 新型磷酰活性酯法合成头孢呋辛酸的研究[J]. J4, 2011, 46(3): 9-12.

REN Hui-xue1,2, YING Han-jie2, LIU Chang1, JIA Xiang-feng1, YANG Yan-zhao3. Study on the synthesis of Cefuroxime acid with a new phosphoryl active ester[J]. J4, 2011, 46(3): 9-12.

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