6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide

Base Information

• Chemical Name: 6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide
• CAS No.: 1421314-72-8
• Molecular Formula: C₂₈H₂₉FN₄O₄
• Molecular Weight: 504.561
• Mol file: 1421314-72-8.mol

Synonyms:

Chemical Property of 6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide

There total 15 articles about 6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide 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:

methyl 3-(benzyloxy)-5-((4-fluorobengzyl)carbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate (906657-98-5) + isopropylamine (75-31-0) → 6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide (1421314-72-8)

Guidance literature:

With acetic acid; In dichloromethane; at 140 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jm301550c

Reference yield:

5-benzyloxy-N-(4-fluorobenzyl)-6-formyl-4-oxo-1,4-dihydropyridine-3-carboxamide (1421314-67-1,906657-94-1) → 6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide (1421314-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium chlorite; aminosulfonic acid / tetrahydrofuran; water / 1 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

2.2: 1.5 h / Inert atmosphere; Reflux

3.1: caesium carbonate / N,N-dimethyl-formamide / 4.5 h / 20 °C / Inert atmosphere

4.1: potassium osmate(VI) dihydrate; sodium periodate / 1,4-dioxane / 2 h / 20 °C / Inert atmosphere

5.1: acetic acid / dichloromethane / 0.5 h / 140 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; sodium chlorite; sodium periodate; aminosulfonic acid; benzotriazol-1-ol; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm301550c

Reference yield:

3-benzyloxy-5-(4-fluorobenzylcarbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid (906657-95-2,906658-58-0) → 6-benzyloxy-N-(4-fluorobenzyl)-1-isopropyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro-1H-imidazo[1,2-d]pyrido[1,2-a]-pyrazine-8-carboxamide (1421314-72-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

1.2: 1.5 h / Inert atmosphere; Reflux

2.1: caesium carbonate / N,N-dimethyl-formamide / 4.5 h / 20 °C / Inert atmosphere

3.1: potassium osmate(VI) dihydrate; sodium periodate / 1,4-dioxane / 2 h / 20 °C / Inert atmosphere

4.1: acetic acid / dichloromethane / 0.5 h / 140 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; sodium periodate; benzotriazol-1-ol; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm301550c

upstream raw materials:

methyl 3-(benzyloxy)-5-((4-fluorobengzyl)carbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate

isopropylamine

5-benzyloxy-N-(4-fluorobenzyl)-6-formyl-4-oxo-1,4-dihydropyridine-3-carboxamide

3-benzyloxy-5-(4-fluorobenzylcarbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid

Downstream raw materials:

C₂₁H₂₃FN₄O₄