Method of preparing optically active homo-beta-amino acids

Details Method of preparing optically active homo-beta-amino acids Method of preparing optically active homo-beta-amino acids

C - Chemistry, Metallurgy

07

C

C07C 271/22 (2006.01) C07C 227/20 (2006.01) C07C 227/32 (2006.01) C07C 229/02 (2006.01) C07C 229/34 (2006.01) C07C 269/02 (2006.01) C07C 271/54 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2091788

07-21(722)A ABSTRACT The present invention is directed to synthesis of homo-.beta.-amino acids of an optical purity sufficient to exhibit optical activity wherein Curtius rearrangement of 3-mono-substituted succinate acid half ester of an optical purity sufficient to exhibit optical activity is affected and the incipient isocyanate is trapped with a primary or secondary alcohol. The resulting carbamate- protected homo-.beta.-amino esters are then saponified to produce the corresponding carbamate-protected homo-.beta.- amino acids which are deprotected to yield homo-.beta.-amino acids of an optical purity sufficient to exhibit optical activity.

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