Org-37432
Chemical Name: 2-[N-(Carboxymethyl)-3-cyclohexyl-D-alanyl-L-prolyl-L-lysyl]thiazole
CAS No. 190904-27-9
项目整合开发状态: Preclinical
项目研究机构: Organon (Originator)
合成路线:Treatment of protected lysine (I) with N,O-dimethyl hydroxylamine and (benzotriazolyl)tetramethyluronium fluoborate afforded hydroxamate (II).This was condensed with organolithium reagent (IV) (prepared from 2-bromothiazole (III) and butyllithium),to yield thiazolyl ketone (V).Acid deprotection of the N-Boc group of (V) provided amine (VI),which was then coupled with the mixed anhydride obtained from dipeptide (VII) and isobutyl chloroformate.The resulting compound (VIII) was finally deprotected using TFA and thioanisole.
📌 参考资料/链接：
参考文献标题:A polar pharmacophore for oral bioavailability in thrombin inhibitors
文献作者:Rewinkel,J.B.M.; Smit,M.J.; Noach,A.B.J.; van Dinther,T.G.; Grootenhuis,P.D.J.; Peters,J.A.M.; Kelser,J.; Visser,A.; van Boeckel,C.A.A.; Vogel,G.M.T.; van Aelst,S.F.; Adang,A.E.P.
参考来源:15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998,Edinburgh) 1998,Abst P.157