1133931-73-3

Usage

Uses

1. Used in Pharmaceutical Industry:
Benzyl (2S)-5-[(benzyloxy)imino]-2-[(tert-butoxy)carbonyl]amino-6-chlorohexanoate is used as a reactant in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
2. Used in Drug Synthesis:
Benzyl (2S)-5-[(benzyloxy)imino]-2-[(tert-butoxy)carbonyl]amino-6-chlorohexanoate is used as a building block for the creation of novel drug molecules. Its versatile structure enables chemists to modify and optimize its properties, leading to the development of more effective and targeted medications.
3. Used in Research and Development:
benzyl (2S)-5-[(benzyloxy)imino]-2-[(tert-butoxy)carbonyl]amino-6-chlorohexanoate is also utilized in research and development settings, where it can be studied for its chemical properties and potential interactions with biological systems. This knowledge can then be applied to the design of new drugs and therapies.
4. Used in the Synthesis of Avibactam:
Specifically, benzyl (2S)-5-[(benzyloxy)imino]-2-[(tert-butoxy)carbonyl]amino-6-chlorohexanoate is used as a reactant in the synthesis of Avibactam, an antibiotic that is part of a combination therapy for the treatment of bacterial infections.

Upstream product

• 113400-36-5 benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 

Downstream Products

• 1192500-31-4 (2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate 
• 1192651-49-2 (1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 
• 1192491-61-4 (2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt 
• 1133931-74-4 (2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester 
• 1192650-82-0 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester 
• 1416134-49-0 (2S,5R)-5-(benzyloxyamino)-piperidine-2-carboxylic acid amide 
• 1171080-45-7 (2S,5R)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt 
• 1192651-80-1 ({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt 
• 1416134-48-9 ethyl (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxylate oxalic acid salt 
• 1416134-50-3 (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxamide ethanedioate 
• 1416134-63-8 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid ethyl ester 
• 1174020-25-7 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid 

Relevant academic research and scientific papers

Development of a Manufacturing Route to Avibactam, a β-Lactamase Inhibitor

Process development work to provide an efficient, robust, and cost-effective manufacturing route to avibactam, a β-lactamase inhibitor is presented herewith. Aspects of this optimization work include the counterintuitive introduction of a protecting group to effect a difficult urea formation and the use of controlled feed hydrogenation conditions to facilitate an elegant one pot debenzylation and sulfation reaction. Overall, the commercial process delivers avibactam in much improved yield with significant reduction in the environmental footprint.

Avibactam intermediate and preparation method thereof

The present invention provides a method for preparing a compound represented by a formula (I). The method comprises: 1) preparing a compound represented by a formula (III) from a compound representedby a formula (II); 2) preparing a compound represented by a formula (IV) from the compound represented by the formula (III); and 3) preparing a compound represented by a formula (I) from the compoundrepresented by the formula (IV), wherein P1 represents the protecting group for a carboxylic acid functional group, P2 represents the protecting group for a hydroxylamine functional group, and P3 represents the protecting group for an amine group. The reaction route is defined in the specification.

B-LACTAMASE INHIBITOR AND APPLICATION THEREOF

The present invention relates to a compound of Formula (I)-(IV) useful as β-lactamase inhibitor, a pharmaceutically acceptable salt, ester, solvate or stereoisomer thereof, wherein R1, R2, M and ring A have definitions as those in the specification. The present invention further relates to methods for preparing these compounds, pharmaceutical compositions comprising these compounds, and uses of these compounds. For example, the compounds of the present invention can be used as β-lactamase inhibitors, for treatment and/or prophylaxis of diseases caused by bacterial infections, solving drug-resistance problems caused by β-lactamases, especially bacterial drug-resistant diseases caused by type B metallo-β-lactamases.

PROCESSES FOR PREPARING HETEROCYCLIC COMPOUNDS INCLUDING TRANS-7-OXO-6-(SULPHOOXY)-1,6-DIAZABICYCLO[3,2,1]OCTANE-2-CARBOXAMIDE AND SALTS THEREOF

The present invention relates to compounds and processes for preparing compounds of Formula (I), including compounds such as trans-7-oxo-6-(sulphooxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide and salts thereof (e.g., NXL-104).

METHOD FOR PREPARING DISUBSTITUTED PIPERIDINE AND INTERMEDIATES

The disclosure relates to a method for preparing a compound of formula (I), wherein P1 and P2 are groups protecting the carboxylic acid and oxyamine functions, starting from pyroglutamic acid (S). The disclosure also relates to novel