T-138026

Chemical Name: 2,3,4,5,6-Pentafluoro-N-(3-hydroxy-4-methoxyphenyl)benzenesulfonamide
CAS No. 195533-52-9, 195533-96-1 (potassium salt), 195533-95-0 (sodium salt)
项目整合开发状态: Preclinical
项目研究机构: Amgen (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.