新产品编号:445051
Chemical Name: N-[5-[N-Benzyl-N-(3-pyridyl)aminomethyl]-2'-methylbiphenyl-2-ylcarbonyl]-L-methionine; 2(S)-[5-[N-Benzyl-N-(3-pyridyl)aminomethyl]-2'-methylbiphenyl-2-ylcarboxamido]-4-(methylsulfanyl)butyric acid
CAS No. 216232-29-0
项目整合开发状态: Preclinical
项目研究机构: Abbott (Originator), University of Pittsburgh (Originator)
合成路线:Condensation of 3-aminopyridine (I) with benzaldehyde (II) in refluxing toluene with azeotropic removal of water produced imine (III),which was reduced to amine (IV) using ethanolic NaBH4.Subsequent alkylation of (IV) with methyl 4-bromomethyl-2-(2-methylphenyl)benzoate (V) in the presence of n-BuLi in cold THF yielded the tertiary amine (VI).Basic hydrolysis of the ester group of (VI),followed by EDC-promoted coupling of the resulting carboxylic acid (VII) with L-methionine methyl ester (VIII) afforded amide (IX).The title compound was finally obtained by saponification of the methyl ester group of (IX) by means of LiOH.
📌 参考资料/链接：
参考文献标题:Second-generation peptidomimetic inhibitors of protein farnesyltransferase demonstrating improved cellular potency and significant in vivo efficacy
文献作者:O'Connor,S.; Barr,K.J.; Wang,L.; Sorensen,B.K.; Tasker,A.S.; Sham,H.; Ng,S.C.; Cohen,J.; Devine,E.; Cherian,S.; Saeed,B.; Zhang,H.; Lee,J.Y.; Warner,R.; Tahir,S.; Kovar,P.; Ewing,P.; Alder,J.; Mitten,M.; Leal,J.; Marsh,K.; et al.
参考来源:J Med Chem 1999,42(18),3701