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ChemicalBook >> CAS DataBase List >>(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide Structure
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide structure
CAS No.
1192651-49-2
Chemical Name:
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
Synonyms
Avibactam Impurity 57;Avibactam Impurity 56（2S,5R);Avibactam Impurity（2S,5R-A9）;AVIBACTAM SODIUM INTERMEDIATE;Avibactam sodium intermediate3;(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-...;(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide;(1R,2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide;(1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide;1,6-Diazabicyclo[3.2.1]octane-2-carboxamide, 7-oxo-6-(phenylmethoxy)-, (1R,2S,5R)-
CBNumber:
CB22744618
Molecular Formula:
C14H17N3O3
Molecular Weight:
275.3
MDL Number:
MFCD30541561
MOL File:
1192651-49-2.mol
Last updated:2024-08-29 14:33:46
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(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide Properties

Boiling point 543.6±30.0 °C(Predicted)
Density 1.36±0.1 g/cm3(Predicted)
pka 17.19±0.20(Predicted)

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B287515 (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2 5mg $65 2021-12-16 Buy
TRC B287515 (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2 10mg $125 2021-12-16 Buy
Alichem 1192651492 (1R,2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2 250mg $704.16 2021-12-16 Buy
Alichem 1192651492 (1R,2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2 1g $1581.1 2021-12-16 Buy
Product number Packaging Price Buy
B287515 5mg $65 Buy
B287515 10mg $125 Buy
1192651492 250mg $704.16 Buy
1192651492 1g $1581.1 Buy

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide Chemical Properties,Uses,Production

Uses

(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide is an impurity of Avibactam; a novel β-lactamase inhibitor with a non-lactam structural scaffold. Avibactam irreversibly inhibits lactamase from Mycobacterium tuberculosis.

Uses

(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide is an impurity of Avibactam (A794850, Na Salt); a novel β-lactamase inhibitor with a non-lactam structural scaffold. Avibactam irreversibly inhibits lactamase from Mycobacterium tuberculosis.

Synthesis

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide is synthesised using (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid as a raw material by chemical reaction. The specific synthesis steps are as follows:
DIPEA (5.8 mL, 36.2 mmol) was added to a solution of (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carboxylic acid (5.0 g, 18.1 mmol), EDCI (5.2 g, 27.2 mmol), HOBT (3.7 g, 27.2 mmol) and NH4Cl (1.94 g, 36.2 mmol) in DMF (60 mL) at rt. The reaction mixture was stiffed for 17 hrs, then diluted with ice water (100 mL) and extracted with EtOAc (3*). The combined organic layer was dried over Na2SO4, and concentrated. The residue was purified by silica gel column chromatography (2:1 EtOAc/petroleum ether) to afford (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carboxamide (4.0 g, 80%) as a white solid. ESI-MS (EI+, m/z): 276 [M+H]+.
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide synthesis

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

AvibactaM

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide Suppliers

Global( 125)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20291 58
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 18628 58
Beijing Cooperate Pharmaceutical Co.,Ltd 		010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32836 60
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29888 58
Nanjing Dolon Biotechnology Co.,Ltd. 		18905173768 sales@dolonchem.com CHINA 2972 58
BOC Sciences 		+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd 		+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49392 58
Shaanxi Dideu Medichem Co. Ltd 		+86-29-81148696 +86-15536356810 1022@dideu.com China 3878 58
Supplier Advantage
Henan Fengda Chemical Co., Ltd 		58
Shanghai Daken Advanced Materials Co.,Ltd 		58
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Nanjing Dolon Biotechnology Co.,Ltd. 		58
BOC Sciences 		58
Chongqing Chemdad Co., Ltd 		58
CONIER CHEM AND PHARMA LIMITED 		58
Shaanxi Dideu Medichem Co. Ltd 		58

View Lastest Price from (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures 2024-03-23 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
 US $31.00-1.20 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures 2022-09-30 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
 US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures 2020-04-25 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
 US $0.10 / KG 1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd

1192651-49-2((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide)Related Search:

Avibactam INT 1 Avibactam Impurity 15 (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxamide Avibactam Impurity 28 Avibactam Impurity 1
Avibactam Impurity L-Norleucine, 6-chloro-N-[(1,1-dimethylethoxy)carbonyl]-5-[(phenylmethoxy)imino]-, phenylmethyl ester O-(Benzyloxymethyl)hydroxylamine POLYMYXIN B NONAPEPTIDE HYDROCHLORIDE Benzyl (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxylate ethanedioate
Avibactam Impurity 10 Avibactam Sodium Isomer Trans-5-(Benzyloxyamino)piperidine-2-carboxylic acid 5-HYDROXYPYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER Avibactam Impurity
ethyl (S)-5-oxopiperidine-2-carboxylate Avibactam Impurity 13 Avibactam Impurity 4

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(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide AVIBACTAM SODIUM INTERMEDIATE (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (1R,2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide Pack:100G X 1 Abbreviation：Avibactam intermediate 1,6-Diazabicyclo[3.2.1]octane-2-carboxamide, 7-oxo-6-(phenylmethoxy)-, (1R,2S,5R)- (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-... Avibactam Impurity 56（2S,5R) Avibactam Impurity 57 Avibactam sodium intermediate3 Avibactam Impurity（2S,5R-A9） 1192651-49-2