A synthesis process and device for (3r,4r)-4-acetoxy-3-[(r)-1-tert-butyldimethylsiloxyethyl]-2-azetidinone

Abstract

The invention discloses a process and a device for synthesizing (3R, 4R)-4-acetoxyl-3-[(R)-1-tert-butyl dimethyl silica ethyl]-2-azetidinone. 4-AA industrial products can be synthesized by the aid of continuous reaction technologies for series connection circuit reactors. The process includes dissolving a raw material (3R, 4R)-3-[(R)-1-tert-butyl dimethyl silica ethyl]-4-acetoxyl-1-(4-methoxy phenyl)-2-azetidinone by the aid of methanol; allowing series connection circuit reaction devices to carry out oxidation deprotection on PMP protecting groups in the raw material by the aid of ozone; carrying out reduced-pressure distillation to remove the methanol and then adding water to the raw material to obtain 4-AA crude products; re-crystallizing the crude products to obtain 4-AA products. The process and the device have the advantages that the process is simple, safe in oxidation deprotection reaction operation, short in reaction time and low in running cost; the reaction yield can be greatly increased, and the mass yield of the 4-AA products is higher than 69%.

Description

Technical field

[0001] The invention relates to a new synthesis technology of 4-AA products, which relates to the use of serial loop reactor continuous reaction technology to synthesize 4-AA industrial products. Background technique

[0002] The chemical name of 4-AA is (3R,4R)-4-acetoxy-3-[(R)-1-tert-butyldimethylsiloxyethyl]-2-azetidinone, and its structure is A β-lactam ring containing three adjacent chiral centers. Related research has shown that the β-lactam ring is the key active center of β-lactam antibiotics. As a universal chiral synthon widely used in the synthesis of various β-lactam antibiotics, 4-AA is a very important pharmaceutical chemical and the key to the synthesis of the parent ring of penicillene and carbapenem antibiotics. The starting material is mainly used to synthesize various penem antibiotics, such as imipenem, biapenem, meropenem and faropenem. These drugs have a wide range of uses, and have spectrally powerful antibacterial effects on gram-negative...

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