Asimadoline, EMR-63320, EMD-61753

阿西马朵林Chemical Name: N-Methyl-N-[1(S)-phenyl-2-[3(S)-hydroxypyrrolidin-1-yl]]ethyl-2,2-diphenylacetamide
CAS No. 153205-46-0
项目整合开发状态: Phase II
项目研究机构: Merck KGaA (Originator)
合成路线:The condensation of (S)-phenylglycine (I) with ethyl chloroformate gave carbamate (II).After activation of (II) as the mixed anhydride with ethyl chloroformate in the presence of N-methylmorpholine,coupling with (S)-3-hydroxypyrrolidine (III) provided amide (IV).Reduction of both amide and carbamate groups of (IV) employing LiAlH4 in refluxing THF yielded diamine (V).This was finally condensed with diphenylacetyl chloride (VI) to furnish the title amide The condensation of (S)-phenylglycine (I) with ethyl chloroformate gave carbamate (II).After activation of (II) as the mixed anhydride with ethyl chloroformate in the presence of N-methylmorpholine,coupling with (S)-3-hydroxypyrrolidine (III) provided amide (IV).Reduction of both amide and carbamate groups of (IV) employing LiAlH4 in refluxing THF yielded diamine (V).This was finally condensed with diphenylacetyl chloride (VI) to furnish the title amide.