YM-58790

N-苄基甲基甲烷酸 1-[4-(甲基氨基)苄]-4-哌啶基酯盐酸盐酸盐Chemical Name: N-Benzhydrylcarbamic acid 1-[4-(methylamino)benzyl]-4-piperidinyl ester hydrochloride
CAS No. 168830-70-4, 168830-71-5 (oxalate salt (2:3))
项目整合开发状态: Preclinical
项目研究机构: Yamanouchi (Originator)
合成路线:Treatment of 2,2-diphenylacetic acid (I) with diphenyl phosphoryl azide (DPPA) yielded acyl azide (II).Then,Curtius rearrangement of (II) in boiling toluene produced the intermediate isocyanate (III),which was coupled with 1-benzyl-4-piperidinol (IV) to afford the corresponding carbamate (V).Subsequent N-debenzylation of (V) was achieved by reaction with 1-chloroethyl chloroformate in refluxing 1,2-dichloroethane,followed by methanolysis to give (VI).Reductive alkylation of (VI) with aldehyde (VII) in the presence of sodium triacetoxyborohydride furnished the substituted benzyl piperidine (VIII).The N-Boc protecting group of (VIII) was finally removed with ethanolic HCl to provide the title compound.