A kind of preparation method of doripenem

Abstract

The invention relates to a preparation method of doripenem as shown in the formula 1. The method comprises the following steps of: using a doripenem intermediate II as a raw material, using a single solvent--water as a reaction solvent and conducting a hydrogenated deprotection reaction in the presence of alkali and a catalyst. The single solvent water is used as a reaction solvent, thus solving a series of problems caused by the use of an organic solvent in the reaction solvent, reducing product degradation and raising product purity. In addition, the preparation method is economical, safe and environmentally friendly, and is more suitable for industrial operation at large scale.

Description

technical field

[0001] The invention belongs to the field of synthesis of carbapenem antibiotics, and in particular relates to a preparation method of a carbapenem compound doripenem. Background technique

[0002] Doripenem, Doripenem, the chemical name is (4R, 5S, 6S)-3-[((3S, 5S)-5-[[(sulfamoyl)amino]methyl]-3-pyrrolidinyl)mercapto -6-[(1R)-1-hydroxyethyl]4-methyl-7-oxyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid], the structural formula is as follows 1 shows:

[0003]

[0004] Doripenem is a new carbapenem antibiotic, the 2-side chain is a tetrahydropyrrole ring substituted with sulfamamide. The structure-activity relationship research shows that the acylation or sulfonylation of the side chain amino group is conducive to the increase of antibacterial activity, and its inhibitory activity against Gram-positive bacteria is higher than that of meropenem, and its inhibitory activity against Gram-negative bacteria is higher than that of meropenem. Imipenem, which i...

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