新产品编号:815239

Chemical Name: N-(1-Cyano-3-pyrrolidinyl)benzenesulfonamide
CAS No. 325775-30-2
项目整合开发状态: Biological Testing
项目研究机构: Celera (Originator), Merck & Co. (Originator), Merck Frosst (Originator)
合成路线:N-Boc-pyrrolidine-3-carboxylic acid (II) was obtained by saponification of the corresponding methyl ester (I) with NaOH.Curtius rearrangement of acid (II) using diphenyl phosphoazidate,followed by trapping the resultant isocyanate with benzyl alcohol,produced carbamate (III).Deprotection of the benzyl carbamate (III) by hydrogenation over Pd/C gave amine (IV),which was acylated with benzenesulfonyl chloride (V) to form sulfonamide (VI).Removal of the Boc group of (VI) was then effected by treatment with trifluoroacetic acid.The resulting amine (VII) was converted to the title cyanamide by treatment with cyanogen bromide.
📌 参考资料/链接:
参考文献标题:Novel,nonpeptidic cyanamides as potent and reversible inhibitors of human cathepsins K and L
文献作者:Falgueyret,J.-P.; Oballa,R.M.; Okamoto,O.; Wesolowski,G.; Aubin,Y.; Rydzewski,R.M.; Prasit,P.; Riendeau,D.; Rodan,S.B.; Percival,M.D.
参考来源:J Med Chem 2001,44(1),94