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1192500-31-4

Basic Information
CAS No.: 1192500-31-4
Name: AvibactaM
Article Data: 8
Molecular Structure:
Molecular Structure of 1192500-31-4 (AvibactaM)
Formula: C7H11N3O6S
Molecular Weight: 265.247
Synonyms: AvibactaM;Sulfuric acid mono[(1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] ester
Density: 1.85
PSA: 139.61000
LogP: 0.58100
Synthetic route

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

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
With chlorosulfonic acid In N,N-dimethyl-formamide at 30℃; for 48h; Reagent/catalyst;97%
113400-36-5

benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: ammonia / methanol
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: 1 h / 0 °C
5.2: 35 °C
6.1: ammonia / methanol / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
8.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
1192651-49-2

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

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Stage #1: (1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide With hydrogen; 5% Pd-C In dichloromethane; N,N-dimethyl-formamide under 2250.23 Torr;
Stage #2: With sulfur trioxide-N,N-dimethylformamide complex; acetic acid In dichloromethane; N,N-dimethyl-formamide
With palladium 10% on activated carbon; hydrogen; sulfur trioxide trimethylamine complex; triethylamine In water; isopropyl alcohol for 5h; Large scale; Industrial scale;
With palladium 10% on activated carbon; water; hydrogen; sulfur trioxide trimethylamine complex; triethylamine In isopropyl alcohol
144978-35-8, 144978-12-1

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: ammonia / methanol / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme

benzyl (2S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ6-sulfanylidene)-5-oxohexanoate

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
4.2: 0 °C
5.1: water; lithium hydroxide monohydrate / acetone / -12 °C
5.2: 0 °C
5.3: -20 - 0 °C
6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 6 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: ammonia / methanol
5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 7 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: 1 h / 0 °C
4.2: 35 °C
5.1: 3-Methylpyridine / dichloromethane / 0 °C
6.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 7 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: 1 h / 0 °C
4.2: 35 °C
5.1: ammonia / methanol / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
1133931-74-4

(2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
2.2: 0 °C
3.1: water; lithium hydroxide monohydrate / acetone / -12 °C
3.2: 0 °C
3.3: -20 - 0 °C
4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: ammonia / methanol
3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: 1 h / 0 °C
2.2: 35 °C
3.1: 3-Methylpyridine / dichloromethane / 0 °C
4.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: 1 h / 0 °C
2.2: 35 °C
3.1: ammonia / methanol / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme

(2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: methanol / 25 °C / Reflux
2.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
2.2: 0 °C
3.1: water; lithium hydroxide monohydrate / acetone / -12 °C
3.2: 0 °C
3.3: -20 - 0 °C
4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 4 steps
1: methanol / 25 °C / Reflux
2: ammonia / methanol
3: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
4: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 5 steps
1.1: methanol / 25 °C / Reflux
2.1: 1 h / 0 °C
2.2: 35 °C
3.1: 3-Methylpyridine / dichloromethane / 0 °C
4.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 5 steps
1.1: methanol / 25 °C / Reflux
2.1: 1 h / 0 °C
2.2: 35 °C
3.1: ammonia / methanol / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
1133931-73-3

benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
3.2: 0 °C
4.1: water; lithium hydroxide monohydrate / acetone / -12 °C
4.2: 0 °C
4.3: -20 - 0 °C
5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 5 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: ammonia / methanol
4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 6 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: 1 h / 0 °C
3.2: 35 °C
4.1: 3-Methylpyridine / dichloromethane / 0 °C
5.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
Multi-step reaction with 6 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: 1 h / 0 °C
3.2: 35 °C
4.1: ammonia / methanol / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
1383814-58-1

(2S,5R)-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid methyl ester

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction
2: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
1192650-82-0

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: water; lithium hydroxide monohydrate / acetone / -12 °C
1.2: 0 °C
1.3: -20 - 0 °C
2.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
View Scheme
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    1192500-31-4

    Sulfuric acid, mono[(1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] ester

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  • Sulfuric acid, mono[(1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] ester

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    Sulfuric acid, mono[(1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] ester

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    Product name: Avibactam CAS No.:1192500-31-4 Molecule Formula:C7H11N3O6S Molecule Weight:265.24 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS SPE

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    AvibactamCAS NO.: 1192500-31-4

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    We are the manufacturer of this product in China. Our price is the lowest in China. CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD., founded in 1984, engages in pharmaceutical research, development, production, process design and technical c

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