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新产品编号:1058867

Chemical Name: 3(R)-[N-[1(S)-(N-tert-Butylcarbamoyl)-2,2-dimethylpropyl]carbamoyl]-2(S)-hydroxy-5-methylhexanohydroxamic acid
项目整合开发状态: Biological Testing
项目研究机构: British Biotech (Originator)
合成路线:The condensation of 2(R)-(2,2-dimethyl-5-oxo-1,3-dioxolan-4(S)-yl)-4,4-dimethylpentanoic acid (I) with 2,2-dimethylpropanal (II),ter-butyl isocyanide (III) and ammonia in methanol gives the intermediate (IV),which,without isolation is treated with hydroxylamine to yield the target compound as a mixture of diastereomers.

合成路线:The title sulfonamide was obtained by condensation of pentafluorophenyl sulfonyl chloride (I) with 3-hydroxy-4-methoxyaniline (II) in the presence of pyridine.

合成路线:Condensation of pentafluorophenyl sulfonyl chloride (I) with 3-hydroxy-4-methoxyaniline (II) in the presence of pyridine afforded sulfonamide (III).Treatment of (III) with N,N-diisopropyl dibenzylphosphoramidite (A) and tetrazole gave phosphite ester (IV),which was subsequently oxidized to phosphate (V) by means of tert-butyl peroxide.Finally,hydrogenolysis of the benzyl phosphate ester groups of (V) in the presence of Pd/C and 1,4-cyclohexadiene furnished the title compound.
📌 参考资料/链接:
参考文献标题:Pentafluorobenzenesulfonamides and analogs
文献作者:Flygare,J.; Medina,J.; Shan,B.; Clark,D.; Rosen,T.(Tularik Inc.)
参考来源:EP 0939627; WO 9805315