1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide

Base Information

• Chemical Name: 1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide
• CAS No.: 1610952-36-7
• Molecular Formula: C₂₄H₂₄F₂N₄O₄
• Molecular Weight: 470.476
• Mol file: 1610952-36-7.mol

Synonyms:1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide

Chemical Property of 1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide

There total 5 articles about 1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-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: 73.0%

10-[2-(difluoromethoxy)benzyl]-2'H,5'H-spiro-[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione (1610952-11-8) + phenyl isocyanate (103-71-9) → 1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide (1610952-36-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1002/ardp.201300289

Reference yield:

tert-butyl 1'-[2-(difluoromethoxy)benzyl]-2',5'-dioxo-8H-spiro[8-azabicycle[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate (1610952-10-7) → 1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide (1610952-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / 1,4-dioxane / 4 h / 0 - 20 °C

2: triethylamine / dichloromethane / 16 h / 20 °C

With hydrogenchloride; water; triethylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1002/ardp.201300289

Reference yield:

(8-azabicyclo[3.2.1]octan-3-one) hydrochloride → 1'-[2-(difluoromethoxy)benzyl]-N-phenyl-2',5'-dioxospiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-8-carboxamide (1610952-36-7)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 16 h / 20 °C

2: water; ethanol / 48 h / 20 - 50 °C

3: potassium carbonate / acetonitrile / 6 h / Reflux

4: hydrogenchloride; water / 1,4-dioxane / 4 h / 0 - 20 °C

5: triethylamine / dichloromethane / 16 h / 20 °C

With hydrogenchloride; water; potassium carbonate; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 2: |Bucherer-Bergs Reaction;

DOI:10.1002/ardp.201300289

upstream raw materials:

tert-butyl 1'-[2-(difluoromethoxy)benzyl]-2',5'-dioxo-8H-spiro[8-azabicycle[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate

10-[2-(difluoromethoxy)benzyl]-2'H,5'H-spiro-[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione

phenyl isocyanate

N-Boc-nortropinone