MC-002434

Chemical Name: L-Phenylalanyl-N2-methyl-L-ornithine (2-naphthyl)amide
CAS No. 233686-67-4, 233689-01-5 (trifluoroacetate)
项目整合开发状态: Preclinical
项目研究机构: Essential Therapeutics (Originator), Daiichi Pharmaceutical (Codevelopment)
合成路线:Condensation of Nalpha-Boc-Ndelta-Fmoc-Nalpha-methyl-L-ornithine (I) with beta-naphthylamine (II) to give the corresponding naphthyl amide (III) was effected by treatment with POCl3 and i-Pr2NEt.The Boc group of (III) was then deprotected by treatment with trifluoroacetic acid,yielding amine (IV).After activation of N-Boc-L-phenylalanine (V) as the mixed anhydride with ethyl chloroformate,coupling with amine (IV) afforded the protected dipeptide (VI).Deprotection of the Fmoc group of (VI) employing piperidine in dimethylacetamide gave (VII).Finally,Boc group cleavage in (VII) by treatment with trifluoroacetic acid furnished the title dipeptide amide.