(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
| 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 | |||
| 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) | ![]() 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 |
(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 Preparation Products And Raw materials
| Supplier | Tel | 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 | |
|---|---|---|---|---|---|---|---|---|
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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 | ||
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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 | ||
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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 |
-
![(1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures](/ProductImageEN2/2026-03/Small/8a687c4e-500a-4657-8dee-118d3a9fa8b0.jpg)
- (1R,2S,5R)-7-Oxo-6-(phenylmethoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
- 99%
- Enki Biopharmaceuticals (Shanghai) Limited
-
![(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures](https://img.chemicalbook.com/ProductImageEN/2020-4/Small/82d7dfd8-9363-42cd-9f6b-ffd718a92bdf.jpg)
- (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
- $0.10
- 99.0%
- Shaanxi Dideu Medichem Co. Ltd
-
![(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide pictures](/ProductImageEN1/2025-05/Small/e6bd0116-ad9e-4670-9e2c-bbba49a4af17.png)
- (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
- 98.0%
- Shaanxi Dideu New Materials Co. Ltd
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