新产品编号:2381419
Chemical Name: N-(4-Phenylbutanoyl)-L-prolyl-L-prolyl-methanol
项目整合开发状态: Biological Testing
项目研究机构: Finncovery (Originator)
合成路线:L-Proline (I) is protected as its N-Boc derivative (II) with Boc2O/NaOH in a two-phase system.N-Boc-Proline (II) is further converted into diazo ketone (III) via activation with ethyl chloroformate,followed by condensation with diazomethane.Subsequent treatment of diazo ketone (III) with AcOH leads to the acetoxy ketone (IV).Then,acidic N-Boc group cleavage in (IV) furnishes amine (V).On the other side,L-proline (I) is acylated by 4-phenylbutyryl chloride to produce the corresponding amide (VI).Coupling between 2-(acetoxyacetyl)pyrrolidine (V) and N-(phenylbutyryl)proline (VI) via activation with pivaloyl chloride leads to the amide adduct (VII).Finally,methanolysis of the acetate ester group of (VII) provides the target hydroxyacetyl compound.
📌 参考资料/链接:
参考文献标题:4-Phenylbutanoyl-2(S)-acylpyrrolidines and 4-phenylbutanoyl-L-prolyl-2(S)-acylpyrrolidines as prolyl oligopeptidase inhibitors
文献作者:Wall�? E.A.; Christiaans,J.A.M.; Saario,S.M.; Forsberg,M.M.; Venalainen,J.I.; Paso,H.M.; Mannisto,P.T.; Gynther,J.
参考来源:Bioorg Med Chem 2002,10(7),2199