1133931-73-3

Basic information

• Product Name: benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate
• Synonyms: benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate
• CAS NO: 1133931-73-3
• Molecular Weight: 474.985
• Mol File: 1133931-73-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate(1133931-73-3)
• EPA Substance Registry System: benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate(1133931-73-3)

Safety Data

• Hazardous Substances Data: 1133931-73-3(Hazardous Substances Data)

Usage

Description

Benzyl (2S)-5-[(benzyloxy)imino]-2-[(tert-butoxy)carbonyl]amino-6-chlorohexanoate is a complex organic compound with a unique molecular structure. It is characterized by its benzyl group, a phenylmethyl ester, and a chlorohexanoate backbone. benzyl (2S)-5-[(benzyloxy)imino]-2-[(tert-butoxy)carbonyl]amino-6-chlorohexanoate is known for its potential applications in various industries, particularly in the pharmaceutical sector.

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

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

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 articles and documents

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.

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.

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