- Convenient preparing methods for 5R-benzyloxyaminopiperidine-2S-formate and oxalate thereof
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The invention relates to convenient preparing methods for 5R-benzyloxyaminopiperidine-2S-formate and oxalate thereof. L-glutamic acid is adopted as an initial raw material and esterified under the existence of an acidic agent to prepare a compound III; the compound III and 2-halogen-acetate are reacted under an alkaline condition to obtain a compound IV; the compound IV is subjected to intramolecular condensation and cyclization under functions of a strong alkali to obtain piperidin-5-one-2S-formate; the piperidin-5-one-2S-formate and benzylhydroxylamine hydrochloride are subjected to a condensation reaction under the existence of an alkali to obtain 5-benzyloxy imino piperidine-2S-formate; the 5-benzyloxy imino piperidine-2S-formate is subjected to reduction and chiral resolution to obtain the 5R-benzyloxyaminopiperidine-2S-formate oxalate; and the 5R-benzyloxyaminopiperidine-2S-formate oxalate is neutralized to obtain the 5R-benzyloxyaminopiperidine-2S-formate. The invention also provides a method for preparing avibactam. Raw materials of the methods are easily available, the methods are simple to operate, a production process is environmentally friendly, yields are high, and a production cost of the avibactam can be reduced.
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Paragraph 0091; 0092
(2018/04/01)
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- A method of recovering and utilizing avibactam intermediate production waste liquid
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The invention relates to a method of recovering and utilizing avibactam intermediate production waste liquid. The waste liquid produced in a production process of an avibactam intermediate that is 5R-benzyloxyaminopiperidine-2S-formateoxalate IIb is adopted as an initial raw material, and is oxidized to generate 5R-benzyloxyiminopiperidine-2S-formate III; the compound III is subjected to selectivereduction, chiral crystallization resolution and filtration to obtain the solid 5R-benzyloxyaminopiperidine-2S-formateoxalateoxalate IIb; and the obtained filtrate is subjected to the oxidation, reduction and resolution steps again. The compound IIb is neutralized to prepare 5R-benzyloxyaminopiperidine-2S-formate IIa, and the compound IIa or the compound IIb can be utilized to prepare avibactam I. The method is simple and convenient to operate, the atom utilization rate is increased, and the total yield of the compound IIb can be 99.0% or above, thus facilitating cost reduction, facilitatingreduction of avibactam waste liquid and facilitating environment protection.
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Paragraph 0068; 0069
(2018/03/01)
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- SODIUM SALT OF (2S, 5R)-6-BENZYLOXY-7-OXO-1,6-DIAZA-BICYCLO [3.2.1 ] OCTANE-2-CARBOXYLIC ACID AND ITS PREPARATION
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Sodium salt of (2S, 5R)-6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2- carboxylic acid and a process for its preparation is disclosed.
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Page/Page column 9
(2014/09/29)
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- PROCESS FOR PREPARING CYCLIC AMINE COMPOUNDS
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A cyclic amine compound having a prescribed configuration can be efficiently prepared by reducing an imine derivative in the presence of a sulfonic acid. Specifically, a cyclic amine compound which is substituted with an amino group and a carboxyl group in which both groups are arranged in the trans configuration can be prepared efficiently.
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Paragraph 0070
(2013/11/05)
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