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

CAS No.
1192651-49-2
Chemical Name:
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
Synonyms
(1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide;Avibactam Impurity 57;Avibactam Impurity(2S,5R-A9);Avibactam Impurity 56(2S,5R);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;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
MSDS File:
SDS
Last updated:2026-05-28 00:14:14
Product description Number Pack Size Price
(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 422113 2.5mg $496
(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 422113 5mg $785
(1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide FO164801 5g $246.3
(1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide FO164801 10g $410.6
(1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide FO164801 25g $855.25
More product size

(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)
storage temp. Store at Room Tem.
pka 17.19±0.20(Predicted)
InChI InChI=1S/C14H17N3O3/c15-13(18)12-7-6-11-8-16(12)14(19)17(11)20-9-10-4-2-1-3-5-10/h1-5,11-12H,6-9H2,(H2,15,18)/t11-,12+/m1/s1
InChIKey HYTSWLKLRKLRHK-NEPJUHHUSA-N
SMILES [N@]12C[C@]([H])(N(OCC3=CC=CC=C3)C1=O)CC[C@H]2C(N)=O

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501
REACH Registrations Active

(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
Usbiological 422113 (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2 2.5mg $496 2026-06-03 Buy
Usbiological 422113 (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2 5mg $785 2026-06-03 Buy
Biosynth FO164801 (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide 1192651-49-2 5g $246.3 2026-06-04 Buy
Biosynth FO164801 (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide 1192651-49-2 10g $410.6 2026-06-04 Buy
Biosynth FO164801 (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide 1192651-49-2 25g $855.25 2026-06-04 Buy
Product number Packaging Price Buy
422113 2.5mg $496 Buy
422113 5mg $785 Buy
FO164801 5g $246.3 Buy
FO164801 10g $410.6 Buy
FO164801 25g $855.25 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

Global( 152)Suppliers
Supplier Tel Email Country ProdList Advantage
Enki Biopharmaceuticals (Shanghai) Limited
+86-0086-2157680326 +8613916707528 yusu@enkibiopharma.com China 53 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 20122 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1803 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 33024 60
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29815 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768 52513593@qq.com CHINA 2972 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19936 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49979 58
Shaanxi Dideu Medichem Co. Ltd
+8617392709771 1097@dideu.com China 3992 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23541 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
(1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures 2026-06-05 (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
1kg 99% 10000kg Enki Biopharmaceuticals (Shanghai) Limited
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures 2025-12-24 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures 2025-12-01 (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
1KG 98.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide AVIBACTAM SODIUM INTERMEDIATE (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 Impurity(2S,5R-A9) Avibactam sodium intermediate3 (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2