RS-113456

Chemical Name: 4-[4-(4-Chlorophenoxy)phenylsulfonyl]tetrahydro-2H-pyran-4-acetohydroxamic acid
CAS No. 193022-21-8
项目整合开发状态: Preclinical
项目研究机构: Roche Bioscience (Originator)
合成路线:The condensation of 2-(4-tetrahydropyranyl)acetic acid (I) with 4-(4-chlorophenoxy)thiophenol (II) in piperidine at 100 C gives 2-[4-[4-(4-chlorophenoxy)phenylsulfanyl]tetrahydropyran-4-yl]acetic acid (III),which is treated with O-tert-butylhydroxylamine (IV) and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide in dichloromethane yielding th N-(tert-butoxy)amide (V).The deprotection of (V) with trifluoroacetic acid affords the acetohydroxamic acid (VI),which is finally oxidized with oxone to the target sulfone.
📌 参考资料/链接:
参考文献标题:Matrix metalloprotease inhibitors
文献作者:Campbell,J.A.; Bender,S.L.; Broka,C.A.; Sarma,K.; Fisher,L.E.; Castelhano,A.L.; Hendricks,R.T.(Agouron Pharmaceuticals,Inc.; F.Hoffmann-La Roche AG)
参考来源:EP 0780386