Preparation method of S-(+)-2-aminobutanamide hydrochloride

Abstract

The invention provides a production method of S-(+)-2-aminobutanamide hydrochloride which is a key intermediate necessary for synthesizing anti-epileptic chiral drug, namely levetiracetam. The method comprises the following steps of: using L-threonine as an initial raw material, preparing L-2-aminobutyric acid by using a biotransformation method, and then performing esterification and ammonolysis reaction to obtain a target compound. According to the method provided by the invention, biotransformation and chemical synthesis are combined, and the good optical selectivity of the biotransformation is utilized for generating the L-2-aminobutyric acid, the reaction condition is mild and simple, the raw material cost is low, an organic solvent is not necessary, the process is environment-friendly, the purity of an isomer is high, and both the conversion rate and the yield are high; and therefore, the S-(+)-2-aminobutanamide hydrochloride is suitable for industrial production.

Description

technical field [0001] The invention relates to a key intermediate required for the synthesis of an antiepileptic chiral drug levetiracetam S The preparation method of -(+)-2-aminobutyramide hydrochloride belongs to the technical field of chiral compounds. Background technique [0002] Levetiracetam is a new pyrrolidone drug with a new anti-epileptic mechanism developed by Belgian UCB company. It is mainly used for the treatment of localized and secondary generalized epilepsy. Spectrum antiepileptic drugs. Etiracetam that has been marketed has R , S Two optical enantiomers. Its dextrorotatory form of dexvetiracetam has only slight or insignificant pharmacological effects on inhibiting epileptic seizures, while the levorotatory form of dexvetiracetam is a safe and efficient antiepileptic drug that can effectively control epileptic seizures. Compared with piracetam, it has the characteristics of high therapeutic index, good safety and mild side effects. [0003] Currentl...

AI Technical Summary

Problems solved by technology

However, in actual production, the crude product of (±)-2-aminobutyramide contains many unknown impurities, which has a great impact on the subsequent resolution and purification processes, has great environmental hazards, and easily leads to unstable product quality and certain restrictions on production. limit