| 摘要 |
A method of synthesizing pure enantiomers of acylanalides such as Casodex.RT M. (bicalutamide) and its derivatives includes contacting a compound having a ring structure that, when opened, provides a substituent having the structur e of Formula (I), with a compound having a structure of the Formula (II): R7-R 6- X1H, under conditions sufficient to provide a compound having the structure of Formula (III) wherein X2 is oxygen, sulfur, sulphinyl (-SO-), sulphonyl (-SO 2- ), imino (-NH-), oxidized imino alkylimino (-NR8-) where R8 is alkyl having up to 6 carbon atoms, or oxidized alkylimino. The method further includes treating the compound of Formula (III) under conditions sufficient to provid e a pure enantiomer of acylanalides such as Casodex.RTM. (bicalutamide) and/or derivatives thereof. In preferred embodiments, R1 is methyl, R2 is methylene , R6 is a direct link, R7 is 4-fluorophenyl, X1 is sulfur, the compound of Formula (II) is 4-fluorobenzenethiol, and X2 is sulphonyl. Methods of synthesizing acylanalides such as Casodex.RTM. (bicalutamide) and/or derivatives thereof from a starting material of citramalic acid are also provided.
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