DL-Phenylalanine, methyl ester → (-)-N-Acetylphenylalanine

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Reaction Steps

10.35 Parts of N-acetyl-D-phenylalanine is dissolved in 40 parts of methanol, then treated with 17.9 parts of DL-phenylalanine methyl ester. A precipitate forms immediately and a additional 60 parts of methanol is added. The mixture then is filtered and the solid remaining is washed with additional methanol and dried. Recrystallization from methanol affords the crystalline salt of N-acetyl-D-phenylalanine and L-phenylalanine methyl ester, melting at about 170°-172° and displaying an [α]D in 0.5% water of about -33.3°.

Provenance & Evidence