摘要
7-氨基头孢霉烷酸(7-ACA)和2,3-环戊烯并吡啶在三甲基碘硅烷催化下进行3-位取代反应,得到1-[[(6R,7R)-7-氨基-2-羧基-8-氧代-5-硫杂-1-氮杂二环[4.2.0]辛-2-烯-3-基]甲基]-6,7-二氢-5H-环戊烷并[b]吡啶内鎓盐(7-ACP)二氢碘酸盐,转化为盐酸盐后与苯并噻唑硫醇活性酯(MAEM)在三乙胺催化下缩合得到头孢匹罗,最后用硫酸成盐得到硫酸头孢匹罗,总收率约57%。
Cefpirome sulfate was synthesized by 3-substitution from 7-ACA and 2,3-cyclopentenopyridine using TMSI as catalyst to give 1- [ [ （6R,7R）-7-amino-2-carboxy-8-oxo-5-thia- 1-azabicyclo [4.2.0] oct-2-en-3-yl] methyl] - 6,7-dihydro-5H-cyclopenta[b]pyrindinium inner salt dihydroiodide, which underwent salt exchange with hydrochloric acid followed by condensation with S-benzothiazol-2-yl 2-（2-aminothiazol-4-yl）（methoxyimino）thioacetate（MAEM） in presence of Et3N and then formation of sulfate with an overall yield of about 57 %.
出处
《中国医药工业杂志》
CAS
CSCD
北大核心
2008年第7期483-484,496,共3页
Chinese Journal of Pharmaceuticals
关键词
硫酸头孢匹罗
头孢菌素
抗生素
合成
cefpirome sulfate
cephalosporin
antibiotic
synthesis
