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Daptomycin, LY-146032, Cubicin, Cidecin, Dapcin

达托霉素Chemical Name: N-(1-Oxodecyl)-L-tryptophyl-L-asparaginyl-L-aspartyl-L-threonyl-glycyl-L-ornithyl-L-aspartyl-D-alanyl-L-aspartyl-glycyl-D-seryl-threo-3-methyl-L-glutamyl-gamma-(2-aminophenyl)-gamma-oxo-L-alpha-aminobutyric acid C-1.13-O-2.4-lactone; N-Decanoyl-L-tryptophyl-L-asparaginyl-L-aspartyl-L-threonyl-glycyl-L-ornithyl-L-aspartyl-D-alanyl-L-aspartyl-glycyl-D-seryl-threo-3-methyl-L-glutamyl-3-anthraniloyl-L-alanine C-1.13-O-2.4-lactone
CAS No. 103060-53-3
项目整合开发状态: Launched-2003
项目研究机构: Lilly (Originator), Chiron (Licensee), Cubist (Licensee), Emisphere (Formulation)
合成路线:A-21978C nucleus (I) (obtained by deacylating A-21978C complex by fermentation with Actinoplanes utahensis NRRL 12052) is protected with di-tert-butyl carbonate (II) and NaOH in water to give the N-(Orn-)-tert-butoxycarbonyl derivative (III),which is treated with 2,4,5-trichlorophenyl decanoate (IV) in hot DMF yielding the protected decanoyl derivative (V).Finally,this compound is deprotected with trifluoroacetic acid / 1,2-ethanedithiol.
📌 参考资料/链接:
参考文献标题:Derivs.of A-21978C cyclic peptides
文献作者:Abbott,B.J.; Debono,M.; Fukuda,D.S.(Eli Lilly and Company)
参考来源:US 4537717

📄 详细内容


合成路线:A-21978C nucleus (I) (obtained by deacylating A-21978C complex by fermentation with Actinoplanes utahensis NRRL 12052) is protected with di-tert-butyl carbonate (II) and NaOH in water to give the N-(Orn-)-tert-butoxycarbonyl derivative (III),which is treated with 2,4,5-trichlorophenyl decanoate (IV) in hot DMF yielding the protected decanoyl derivative (V).Finally,this compound is deprotected with trifluoroacetic acid / 1,2-ethanedithiol.
参考文献标题:Daptomycin
文献作者:Dionisi,M.S.; Patoia,L.; Castar,J.
参考来源:Drugs Fut 1991,16(7),608


产品链接: CAS No. 103060-53-3››