Preparation method of D-arginine monohydrochloride

Abstract

The invention discloses a preparation method of D-arginine monohydrochloride. The preparation method comprises the following steps: S1, racemization, namely, dissolving L-arginine monohydrochloride into glacial acetic acid, and adding a catalyst into the obtained solution for carrying out racemization reaction, as to as obtain DL-arginine monohydrochloride; S2, acetylation, namely, dissolving DL-arginine monohydrochloride into sodium hydroxide, dropwise adding acetic anhydride, and carrying out acetylation reaction to obtain solid, which is AC-DL-arginine; and S3, enzymolysis, namely, adding acylase into the AC-DL-arginine, and carrying out enzymolysis to prepare D-arginine monohydrochloride. According to the preparation method, L-arginine monohydrochloride is adopted as the raw material, D-arginine monohydrochloride is prepared through racemization, acetylation and enzymolysis, and a novel efficient preparation method is provided for the preparation of D-arginine monohydrochloride; D-arginine monohydrochloride prepared by the preparation method provided by the invention is high in yield, the EE value can achieve 99.7%; and the preparation method is simple, convenient, pollution-free and environmentally friendly, and suitable for industrial large-scale production.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to a preparation method of D-arginine hydrochloride. Background technique [0002] D-arginine hydrochloride, Cas: 627-75-8, molecular formula: C 6 h 15 ClN 4 o 2 , Molecular weight: 210.66, molecular structural formula such as (I), [0003] [0004] Properties: white crystalline powder, melting point: 216-218℃, specific rotation: -21º; (C=3.51NHCl), colorless crystalline substance; odorless, sweet; soluble in water, insoluble in ethanol, ether and chloroform ;The decomposition point is 251-253°C. If one or several L-type amino acids in the short peptide are replaced with D-type amino acids, the biological functions or characteristics of the new short peptide are very different from those of the original short peptide; Antibiotics are mixed with D-type amino acids, which are difficult to be degraded by bacterial enzymes and will not produce drug resistance; D-argi...

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Problems solved by technology

The easiest way is the chemical resolution of the racemate, because this method does not require multi-step reactions, the reaction conditions are easy to control, and there is no need to change other forms of amino acid lipids (that is, it is not necessary to protect the functional group to change the amino acid). nature, to obtain the purpose of resolution), but the yield of this method is quite low-cost and high, it is not suitable for industrial production, the product yield is low, and the chiral content does not meet the quality requirements of chiral compounds, so the application of this method is limited

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