CAS: 1052063-36-1; (3R,4R,5S)-Ethyl 4-Acetamido-5-Amino-3-Isopropoxycyclohex-1-Enecarboxylate

专利信息

专利号:US-8304553-B2
优先权日:2007-12-19
标题:Method of forming oseltamivir and derivatives thereof
发明人：LIU XUEWEI; MA JIMEI
权利人:LIU XUEWEI; MA JIMEI; UNIV NANYANG TECH
摘要:A process is provided for the synthesis of 4,5-diamino cyclohexene carboxylate ester (1): or a pharmaceutically acceptable salt thereof. R 1 -R 3 are a silyl-, an aliphatic, alicyclic, aromatic, arylaliphatic, or an arylalicyclic group. R 4 , R 11 and R 12 are H, a silyl-group, an aliphatic, alicyclic, aromatic, arylaliphatic, or an arylalicyclic group. 3,4-Dihydropyran compound (9): with R 5 and R 6 being suitable protecting groups, is reacted to form aldehyde (4): which is oxidized and converted to N-substituted carbamate (3): with R 7 being a suitable protecting group. (3) is, via oxazolinidone (13): converted to azido carboxylate ester (2): and then to 4,5-diamino cyclohexene carboxylate ester (1).