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

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

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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)
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

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 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 Suppliers ( 160)

Supplier	Tel	Email	Country	ProdList	Advantage
Zhuhai Yourun Co., Ltd.	0756-6811852 15876689832	zhyrpharm_sales03@126.com	China	290	55
Enantiotech Corporation Ltd	760-85282375 15900088539	sale02@enantiotech.com	China	84	55
Dezhou Honghai Pharmaceutical Technology Co., Ltd	15552645780 17653416096	17658510842@163.com	China	54	58
Guangzhou Austine Biotechnology Co., LTD	15918640830 13268843209	1947181658@qq.com	China	9235	58
ChengDu TongChuangYuan Pharmaceutical Co.Ltd	28-83379370 13880556291	tcy@tcypharm.com	China	509	57
Adamas Reagent, Ltd.	400-6009262 15618770481	yhx@titansci.com	China	14098	59
Haoyuan Chemexpress Co., Ltd.	021-58950125	info@chemexpress.com	China	7545	61
Tianjin Chempharmatech Co.,Ltd.	022-66211079 13212288319	sales@chempharmatech.com	China	944	55
Ningbo Taikang Chemical Co., Ltd.	0574-87365517 18074210286	sales@taikangchem.com	China	294	58
Suzhou Sino Rare Chemical Co., Ltd.	0512-62857507	sales@sinorarechem.com	China	999	58

Supplier	Advantage
Zhuhai Yourun Co., Ltd.	55
Enantiotech Corporation Ltd	55
Dezhou Honghai Pharmaceutical Technology Co., Ltd	58
Guangzhou Austine Biotechnology Co., LTD	58
ChengDu TongChuangYuan Pharmaceutical Co.Ltd	57
Adamas Reagent, Ltd.	59
Haoyuan Chemexpress Co., Ltd.	61
Tianjin Chempharmatech Co.,Ltd.	55
Ningbo Taikang Chemical Co., Ltd.	58
Suzhou Sino Rare Chemical Co., Ltd.	58

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

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-09-20	(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
2026-09-02	(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2	$1.20-31.00	1kg	99%		Henan Fengda Chemical Co., Ltd
2026-06-30	(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
1192651-49-2
99%
Enki Biopharmaceuticals (Shanghai) Limited

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2
$1.20-31.00
99%
Henan Fengda Chemical Co., Ltd

(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

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 Avibactam Impurity ethyl (S)-5-oxopiperidine-2-carboxylate

5-Hydroxypyridine-2-carboxylic acid ethyl ester Avibactam Impurity 13 Avibactam Impurity 4

1of4

(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