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

Base Information

• Chemical Name: 10-[2-(difluoromethoxy)benzyl]-2'H,5'H-spiro-[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione
• CAS No.: 1610952-11-8
• Molecular Formula: C₁₇H₁₉F₂N₃O₃
• Molecular Weight: 351.353
• Mol file: 1610952-11-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 10-[2-(difluoromethoxy)benzyl]-2'H,5'H-spiro-[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione 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: 81.0%

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) → 10-[2-(difluoromethoxy)benzyl]-2'H,5'H-spiro-[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione (1610952-11-8)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 0 - 20 ℃; for 4h;

DOI:10.1002/ardp.201300289

Reference yield:

(8-azabicyclo[3.2.1]octan-3-one) hydrochloride → 10-[2-(difluoromethoxy)benzyl]-2'H,5'H-spiro-[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione (1610952-11-8)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1002/ardp.201300289

Reference yield:

N-Boc-nortropinone (185099-67-6) → 10-[2-(difluoromethoxy)benzyl]-2'H,5'H-spiro-[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione (1610952-11-8)

Guidance literature:

Multi-step reaction with 3 steps

1: water; ethanol / 48 h / 20 - 50 °C

2: potassium carbonate / acetonitrile / 6 h / Reflux

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

With hydrogenchloride; water; potassium carbonate; In 1,4-dioxane; ethanol; water; acetonitrile; 1: |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

N-Boc-nortropinone

tert-butyl 2',5'-dioxo-8H-spiro[8-azabicyclo-[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate

Downstream raw materials:

1'-[2-(difluoromethoxy)benzyl]-8-[(3,4-dimethylphenyl)sulfonyl]-2'H,5'H-spiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione

1'-[2-(difluoromethoxy)benzyl]-8-[(2-methylphenyl)sulfonyl]-2'H,5'H-spiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione

1'-[2-(difluoromethoxy)benzyl]-8-[(3-bromophenyl)sulfonyl]-2'H,5'H-spiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione

1'-[2-(difluoromethoxy)benzyl]-8-[(2-fluorophenyl)sulfonyl]-2'H,5'H-spiro[8-azabicyclo[3.2.1]octane-3,4'-imidazolidine]-2',5'-dione