Process for preparing (trans)-4-phenyl-l-proline derivatives

Details Process for preparing (trans)-4-phenyl-l-proline derivatives Process for preparing (trans)-4-phenyl-l-proline derivatives

C - Chemistry, Metallurgy

07

D

260/325

C07D 207/16 (2006.01)

Patent

CA 1333807

A process is provided for preparing (trans)-4-phenyl-L-proline derivatives, which are useful in preparing certain angiotensin converting enzyme inhibitors, which process involves Friedel-Crafts alkylation of benzene with a proline derivative wherein a proline derivative of the structure Image or a proline lactone of the structure Image wherein R is a nitrogen protecting group, R1 is H, aryl, arylalkyl or lower alkyl, and X is a leaving group such as fluorine or mesyl, is reacted with benzene in the presence of a Lewis acid such as AlCl3 to form the (trans)-4-phenyl-L-proline derivative of the structure Image wherein R1 must be H where the proline starting material is employed.

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