Method of preparing chiral .beta.-amino acids

C - Chemistry – Metallurgy – 07 – C

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260/468.1, 260/4

C07C 227/12 (2006.01) C07C 227/32 (2006.01) C07C 229/10 (2006.01) C07C 271/22 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2015761

07-21(490)A METHOD OF PREPARING CHIRAL B-AMINO ACIDS ABSTRACT The present invention is directed to asym- metric synthesis of .beta.-amino acids wherein Curtius rearrangement of 2(R)-mono-substituted succinates is effected and the incipient isocyanate is trapped with a primary or secondary alcohol. The resulting carbamate-protected .beta.-amino esters are then saponified to produce the corresponding carbamate-protected .beta.-amino acids which are deprotected to yield .beta.-amino acids which possess the same absolute configuration as naturally-occurring (L)-amino acids.

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