1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid

Base Information

• Chemical Name: 1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid
• CAS No.: 1380111-00-1
• Molecular Formula: C₂₃H₂₈N₈O₁₂S₂
• Molecular Weight: 672.654
• Mol file: 1380111-00-1.mol

Synonyms:

Chemical Property of 1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid

There total 15 articles about 1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one (501-30-4,123712-78-7) → 1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid (1380111-00-1)

Guidance literature:

Multi-step reaction with 13 steps

1.1: sodium hydroxide / methanol; water / 0.17 h / Reflux

2.1: hydroxylamine hydrochloride; sodium acetate / ethanol; water / 60 °C

3.1: potassium carbonate / dimethyl sulfoxide / 1 h / 20 °C

4.1: triethylamine / dichloromethane / 1 h / 0 °C

5.1: potassium iodide / N,N-dimethyl-formamide / 20 °C

6.1: hydrazine hydrate / ethanol / 1 h / Reflux

7.1: ethyl acetate / 2 h / 50 °C

8.1: potassium phosphate / dichloromethane; water / 1 h / 22 °C

9.1: potassium phosphate; dipotassium peroxodisulfate / acetonitrile; water / 1.5 h / 75 °C

10.1: trifluoroacetic acid / 3 h / 0 °C

11.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium hydrogencarbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

11.2: 20 °C

12.1: sulfur trioxide pyridine complex / N,N-dimethyl-formamide / 20 °C

13.1: boron trichloride / dichloromethane; para-xylene

With potassium phosphate; dipotassium peroxodisulfate; hydroxylamine hydrochloride; sodium acetate; sulfur trioxide pyridine complex; boron trichloride; sodium hydrogencarbonate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; hydrazine hydrate; triethylamine; trifluoroacetic acid; potassium iodide; sodium hydroxide; In methanol; ethanol; dichloromethane; para-xylene; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm400560z

Reference yield:

5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one (15771-06-9) → 1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid (1380111-00-1)

Guidance literature:

Multi-step reaction with 12 steps

1.1: hydroxylamine hydrochloride; sodium acetate / ethanol; water / 60 °C

2.1: potassium carbonate / dimethyl sulfoxide / 1 h / 20 °C

3.1: triethylamine / dichloromethane / 1 h / 0 °C

4.1: potassium iodide / N,N-dimethyl-formamide / 20 °C

5.1: hydrazine hydrate / ethanol / 1 h / Reflux

6.1: ethyl acetate / 2 h / 50 °C

7.1: potassium phosphate / dichloromethane; water / 1 h / 22 °C

8.1: potassium phosphate; dipotassium peroxodisulfate / acetonitrile; water / 1.5 h / 75 °C

9.1: trifluoroacetic acid / 3 h / 0 °C

10.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium hydrogencarbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

10.2: 20 °C

11.1: sulfur trioxide pyridine complex / N,N-dimethyl-formamide / 20 °C

12.1: boron trichloride / dichloromethane; para-xylene

With potassium phosphate; dipotassium peroxodisulfate; hydroxylamine hydrochloride; sodium acetate; sulfur trioxide pyridine complex; boron trichloride; sodium hydrogencarbonate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; hydrazine hydrate; triethylamine; trifluoroacetic acid; potassium iodide; In ethanol; dichloromethane; para-xylene; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm400560z

Reference yield:

C49H54N8O11S → 1-({[(1Z)-1-(2-amino-1,3-thiazol-4-yl)-2-({(2R,3S)-2-[({[(1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl]carbamoyl}amino)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)cyclohexane carboxylic acid (1380111-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur trioxide pyridine complex / N,N-dimethyl-formamide / 20 °C

2: boron trichloride / dichloromethane; para-xylene

With sulfur trioxide pyridine complex; boron trichloride; In dichloromethane; para-xylene; N,N-dimethyl-formamide;

DOI:10.1021/jm400560z

upstream raw materials:

5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one

5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one

5-(benzyloxy)-1-hydroxy-2-(hydroxymethyl)pyridin-4(1H)-one

C₂₀H₁₉NO₄