A process for preparation of (2s, 5r)- sulfuric acid mono-{[(4-aminopiperidin-4-yl) carbonyl]-7-oxo-1,6-diaza-bicyclo[3.2.1]-oct-6-yl} ester

By reacting formula (II) with formula (III) to form formula (IV), and then undergoing hydrogenolysis, sulfonation and trifluoroacetic acid treatment, efficient and stable (2S,5R)-sulfate mono-{[( 4-Aminopiperidine- 4-yl)carbonyl]-7-oxo-1,6-diaza-bicyclo[3.2.1]-oct-6-yl} ester compound solves the problems of low efficiency and unstable output of existing methods, Meet the needs of industrial production.

CN105143224AInactive Publication Date: 2015-12-09WOCKHARDT LTD
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Patent Information

Application Number
CN201380074161.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2013-03-08
Filing Date
2013-10-12
Publication Date
2015-12-09
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Existing preparation of (2S,5R)-sulfate mono-{[(4-aminopiperidin-4-yl)carbonyl]-7-oxo-1,6-diaza-bicyclo[3.2.1]-octane -6-yl}ester compound method has low efficiency and unstable output, making it difficult to meet the needs of industrial production.

Method used

By reacting formula (II) with formula (III) to form formula (IV), followed by hydrogenolysis to form formula (V), then sulfonation to form formula (VI), and finally reaction with trifluoroacetic acid, it is converted into the target compound formula (I) . The process involves the use of suitable coupling agents, transition metal catalysts, solvents, and specific reaction conditions such as water, methanol, and sulfur trioxide-pyridine complexes.

Benefits of technology

Efficient and stable preparation of (2S,5R)-sulfate mono-{[(4-aminopiperidin-4-yl)carbonyl]-7-oxo-1,6-diaza-bicyclo[3.2.1 ]-oct-6-yl} ester compound, improves the yield and purity, and meets the requirements of industrial production.

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Abstract

A process for preparation of (2S, 5R)- Sulfuric acid mono-{[(4- aminopiperidin-4-yl) carbonyl]-7-oxo-1,6-diaza-bicyclo[3.2.1]-oct-6-yl} ester is disclosed which comprises reacting a compound of Formula (II) with a compound of Formula (III) to obtain a compound of Formula (IV).
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