1192651-80-1

Basic information

• Product Name: 1-Butanaminium, N,N,N-tributyl-, (1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl sulfate
• Synonyms: 1-Butanaminium, N,N,N-tributyl-, (1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl sulfate;N,N,N-tributyl-1-Butanaminium (1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl sulfate;(2S,5R)-2-carboxamido-6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]octane tetrabutylammonium salt;Tetrabutylammonium (1R,2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate
• CAS NO: 1192651-80-1
• Molecular Formula: C₇H₁₀N₃O₆S*C₁₆H₃₆N
• Molecular Weight: 506.69954
• Mol File: 1192651-80-1.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Density: 1.12 at 20℃
• CAS DataBase Reference: 1-Butanaminium, N,N,N-tributyl-, (1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl sulfate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanaminium, N,N,N-tributyl-, (1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl sulfate(1192651-80-1)
• EPA Substance Registry System: 1-Butanaminium, N,N,N-tributyl-, (1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl sulfate(1192651-80-1)

Safety Data

• Hazardous Substances Data: 1192651-80-1(Hazardous Substances Data)

Usage

General Description

1-Butanaminium, N,N,N-tributyl-, (1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl sulfate, also known as cefazolin, is a semisynthetic first-generation cephalosporin antibiotic. It is commonly used to treat bacterial infections, particularly those caused by Staphylococcus aureus and Streptococcus pyogenes. Cefazolin works by inhibiting the synthesis of the bacterial cell wall, leading to the eventual death of the bacteria. It is typically administered via injection and is widely considered to be a safe and effective medication with relatively few side effects. However, as with all antibiotics, it is important to use cefazolin only as prescribed by a healthcare professional to avoid the development of antibiotic resistance.

Upstream product

• 1192651-49-2 (1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 
• 10534-59-5 tetrabutylammonium acetate 
• 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 
• 1416134-48-9 ethyl (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxylate oxalic acid salt 
• 1383814-64-9 (2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 
• 32503-27-8 tetra(n-butyl)ammonium hydrogensulfate 
• 98-79-3 L-Pyroglutamic acid 
• 1463501-46-3 (2S,5R)-5-(benzyloxyamino)piperidin-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 1416134-47-8 (2S,5R)?5?[(benzyloxy)amino]piperidine?2?carboxylate 
• 65275-12-9 5-hydroxy-2-picolinic acid ethyl ester 

Downstream Products

• 1192491-61-4 (2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt 
• 1192491-61-4 sulfuric acid [(1R,2S,5R)-2-aminocarbonyl-7-oxo-1,6-azabicyclo[3.2.1]oct-6-yl]ester sodium salt 

Relevant articles and documents

Recovery and preparation method of avibactam sodium

The invention belongs to the technical field of medical chemistry, and particularly relates to a method for recycling, purifying and preparing a beta-lactamase inhibitor drug avibactam sodium. The method for recycling and preparing the sterile powder product is simple to operate and mild in condition, avoids hydrogenation catalytic operation for preparing a compound II from a starting material, reduces the safety risk, greatly improves the product purity, and is suitable for large-scale production.

Simple and convenient production method of avibactam

The invention provides a simple and convenient production method of avibactam. The simple and convenient production method of the avibactam comprises the steps of using piperidyl-5-keto-2S-formate IIas a raw material, making the piperidyl-5-keto-2S-formate II and O-protecting group hydroxylamine hydrochloride subjected to condensation reaction, and then obtaining 5R-substituted oxyaminopiperidyl-2S-formic acid V through reduction, chiral resolution and hydrolysis under an alkaline condition; and then making the 5R-substituted oxyamino piperidyl-2S-formic acid V and phosgene or triphosgene ordiphosgene subjected to cyclic urea reaction reaction, acylating chlorination reaction and amidation reaction through a one-pot method, obtaining {[(2S,5R)-2-formamyl-7-oxo-1,6-diazetidine[3.2.1]octane-6-yl]oxy}sulfonyl tetra-n-butylammonium salt VII through protecting group take-off, sulphating and tetrabutyl amination salification, and producing the avibactam I finally through ion exchange. Thesimple and convenient production method of the avibactam is simple and convenient in production route, easy to operate, low in raw material price, low in cost, small in three waste discharge, high inatom utilization rate, economical and environmentally friendly, and the yields of the various steps are high, so that the simple and convenient production method of the avibactam benefits industrial production of the avibactam.

PROCESS FOR O-SULFONATION OF 1,6-DIAZABICYCLO[3.2.1]OCTANE COMPOUNDS

A process for preparation of a compound of Formula (I), or a salt thereof is disclosed.