Method for making substituted prolines

C - Chemistry – Metallurgy – 07 – D

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C07D 217/16 (2006.01) C07D 207/16 (2006.01)

Patent

CA 1231714

ABSTRACT METHOD FOR MAKING SUBSTITUTED PROLINES A process is provided for making substituted prolines of the structure Image wherein X is lower alkyl or aryl, R is H, lower alkyl or an alkali metal and Z is an N-protecting group, which method includes the step of reacting a compound of the structure Image wherein Z and R are as defined above and Q is Br, tosyloxy or mesylate, with an organic copper lithium compound of the structure XYCuLi wherein X is as defined above and Y is lower alkyl, aryl or CN. Where X is phenyl, the corresponding 4-cyclohexyl compound may be produced by conventional hydrogenation techniques. The compounds produced are useful as intermediates in the preparation of phosphinic acid derivatives useful in the treatment of hypertension.

463515

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