SNAP-5540

Chemical Name: (-)-1-[3-[2,6-Dimethyl-5-(methycarbamoyl)-4-(4-nitrophenyl)-1,4-dihydropyridin-3-ylcarboxamido]propyl]-4-phenylpiperidine-4-carboxylic acid methyl ester
CAS No. 166808-20-4 (undefined isomer)
项目整合开发状态: Preclinical
项目研究机构: Synaptic (Originator)
合成路线:Condensation of 4-nitrobenzaldehyde (I) with N-methyl acetoacetamide (II) in the presence of piperidine acetate gave benzylideneacetoacetamide (III).This was further condensed with 2-cyanoethyl 3-amino-2-butenoate (IV) to provide dihydropyridine (V),which was resolved into the enantiomers using chiral HPLC.Then,basic hydrolysis of the cyanoethyl ester from the appropriate enantiomer of (V) yielded carboxylic acid (VI).The aminopropyl piperidine (X) was obtained by esterification of 4-phenyl-4-piperidinecarboxylic acid (VII) with MeOH and H2SO4,followed by alkylation of piperidine (VIII) with 3-bromopropylamine (IX).Finally,amine (X) was coupled to acid (VI) by means of EDC and DMAP to furnish the target compound.