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Netilmicin sulfate, Sch-20569, Certomycin, Zetamicin, Netillin, Netromicine, Netromycin

奈替米星硫酸盐 奈替米星 Chemical Name: O-3-Deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1--6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1--4)]-2-deoxy-N1-ethyl-D-streptamine sulfate (2:5)
CAS No. 56391-57-2, 56391-56-1 (free base)
项目整合开发状态: Launched-1981
项目研究机构: Schering-Plough (Originator), Essex (Not Determined), Menarini (Licensee)
合成路线:By alkylation of sisomicin (I) with acetaldehyde (II) and sodium cyanoborohydride in water with some sulfuric acid.

合成路线:The reaction of gentamicin B sulfate (betamicin sulfate) (I) with N-(S-3-benzyloxycarbonylamino)-2-hydroxypropionylsuccinimide (II) by means of triethylamine in water-methanol-DMF gives 1-N-(S-3-benzyloxycarbonylamino-2-hydropropionyl)betamicin (III),which is finally hydrogenated with H2 over Pd/C in methanol-water.
📌 参考资料/链接:
参考文献标题:Novel pseudotrisaccharides and methods for their production
文献作者:Daniels,P.J.L.; Testa,R.; Tattanahalli,L.; Mallams,A.K.; Wright,J.J.; Weinstein,M.J.; Wagman,G.H.(Schering Corp.)
参考来源:DE 2437160; FR 2240015; GB 1473733; US 4029882

📄 详细内容


合成路线:By alkylation of sisomicin (I) with acetaldehyde (II) and sodium cyanoborohydride in water with some sulfuric acid.

参考文献标题:Synthesis of 1-N-ethylsisomicin: a broad-spectrum semisynthetic aminoglycoside antibiotic
文献作者:Wright,J.J.
参考来源:J Chem Soc Chem Commun 1976,(6),206-208


合成路线:By alkylation of sisomicin (I) with acetaldehyde (II) and sodium cyanoborohydride in water with some sulfuric acid.

参考文献标题:Netilmicin
文献作者:Castar,J.; Loren,J.G.
参考来源:Drugs Fut 1978,3(7),527


合成路线:The selective triacetylation of sisomicin (I) with zinc acetate,acetic anhydride and TEA in methanol/THF gives the triacetate (II),which is then alkylated with acetic acid and NaBH4 in chloroform,affording 1-N-ethyl-3,2',6'-tri-N-acetylsisomicin (III).Finally,this compound is deacetylated by means of refluxing aqueous NaOH.
参考文献标题:An efficient and selective 1-N-monoethylation of sisomicin: Process development of netilmicin
文献作者:Nam,G.; et al.
参考来源:Org Process Res Dev 2002,6(1),78


产品链接: CAS No. 56391-57-2››

产品链接: CAS No.56391-56-1››