| 摘要 |
A method of synthesizing pure enantiomers of acylanalides such as Casodex3 (bicalutamide) and its derivatives includes contacting a compound having a ring structure that, when opened, provides a substituent having the structure of Formula (I), with a compound having a structure of the Formula (II): R<7>-R<6>-X<1>H, under conditions sufficient to provide a compound having the structure of Formula (III) wherein X<2> is oxygen, sulfur, sulphinyl (-SO-), sulphonyl (-SO2-), imino (-NH-), oxidized imino alkylimino (-NR<8>-) where R<8> 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 provide a pure enantiomer of acylanalides such as Casodex3 (bicalutamide) and/or derivatives thereof. In preferred embodiments, R<1> is methyl, R<2> is methylene, R<6> is a direct link, R<7> is 4-fluorophenyl, X<1> is sulfur, the compound of Formula (II) is 4-fluorobenzenethiol, and X<2> is sulphonyl. Methods of synthesizing acylanalides such as Casodex3 (bicalutamide) and/or derivatives thereof from a starting material of citramalic acid are also provided.
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