Method for preparing alpha-hydroxy acid

Abstract

The invention relates to the technical field of organic chemical asymmetric hydrogenation, specifically to a method for catalyzing an asymmetric hydrogenation alpha-ketonic acid compound to prepare achiral alpha-hydroxy acid compound. The method is simple in synthesis route, high in conversion rate and high in ee value.

Description

technical field [0001] The invention relates to the technical field of asymmetric hydrogenation of organic chemistry, in particular to a method for preparing chiral α-hydroxy acid compounds by catalytic asymmetric hydrogenation of α-keto acid compounds. Background technique [0002] The use of metal ligand complexes to catalyze the asymmetric hydrogenation of α-ketoacids to prepare α-hydroxyacids is rarely reported, because the carboxyl group of α-ketoacids may complex with the metal to poison the catalyst. Reduce the reaction yield; the α carbonyl of the α-keto acid compound and the carboxylic acid carbonyl are basically coplanar in space, resulting in equal opportunities for the attack on both sides of the chiral ligand catalyst α-keto acid compound, resulting in a reaction yield. low rate. [0003] In the patent application CN102040625A, a chiral spirocyclic pyridine aminophosphine ligand complex is disclosed, which is mainly used for the asymmetric hydrogenation reactio...

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Problems solved by technology

[0002] The use of metal ligand complexes to catalyze the asymmetric hydrogenation of α-ketoacids to prepare α-hydroxyacids is rarely reported, because the carboxyl group of α-ketoacids may complex with the metal to poison the catalyst. Reduce the reaction yield; the α carbonyl of the α-keto acid compound and the carboxylic acid carbonyl are basically coplanar in space, resulting in equal opportunities for the attack on both sides of the chiral ligand catalyst α-keto acid compound, resulting in a reaction yield. low rate

[0003] In the patent application CN102040625A, a chiral spirocyclic pyridine aminophosphine ligand complex is disclosed, which is mainly used for the asymmetric hydrogenation reaction of aryl ketones, enones, and ketoester compounds, but for α-ketones The catalysis results of acid compounds are not satisfactory; in the patent application CN105481677A, the chiral spirocyclic pyridine aminophosphine ligand complex has been studied, and the catalysis of α-keto acid compounds has been improved to some extent, but still needs to be synthesized Method for obtaining alpha-hydroxy acid compounds by catalytic hydrogenation of alpha-ketoacid compounds with simple route and high yield

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