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Study on the Preparation of D(-)-4-hydroxyphenylglycine by Asymmetric Transformation

Yang Yi-hong

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Abstract

D(-)-4-hydroxyphenylglycine (D(-)-HPG) was prepared by the method of asymmetric transformation. D(-)-HPG·TS salts was obtained by reaction of DL (±)-HPG with TS in acetic acid in the presence of small amounts of benzaldehyde. The influences on catalyst dosage, temperature and time were discussed. Th optimum technological conditions are as follow: DL-HPG∶TS∶benzaldehyde=1∶1.025∶0.1(mol), reaction temperature 100℃ and reaction time 6h. D(-)-HPG was obtained by neutralisation to pH5～6 with ammonia. The overall yield is 77.3% and optical purity 98.9%.

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What this paper is about

D(-)-4-hydroxyphenylglycine (D(-)-HPG) was prepared by the method of asymmetric transformation. D(-)-HPG·TS salts was obtained by reaction of DL (±)-HPG with TS in acetic acid in the presence of small amounts of benzaldehyde. The influences on catalyst dosage, temperature and time were discussed. Th optimum technological conditions are as follow: DL-HPG∶TS∶benzaldehyde=1∶1.025∶0.1(mol), reaction temperature 100℃ and reaction time 6h. D(-)-HPG was obtained by neutralisation to pH5～6 with ammonia. The overall yield is 77.3% and optical purity 98.9%.

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Available abstract

D(-)-4-hydroxyphenylglycine (D(-)-HPG) was prepared by the method of asymmetric transformation. D(-)-HPG·TS salts was obtained by reaction of DL (±)-HPG with TS in acetic acid in the presence of small amounts of benzaldehyde. The influences on catalyst dosage, temperature and time were discussed. Th optimum technological conditions are as follow: DL-HPG∶TS∶benzaldehyde=1∶1.025∶0.1(mol), reaction temperature 100℃ and reaction time 6h. D(-)-HPG was obtained by neutralisation to pH5～6 with ammonia. The overall yield is 77.3% and optical purity 98.9%.

Key concepts: Chemistry, Benzaldehyde, Yield (engineering), Acetic acid, Ammonia, Catalysis, Transformation (genetics), Nuclear chemistry

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