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

Base Information

• Chemical Name: tert-butyl 2',5'-dioxo-8H-spiro[8-azabicyclo-[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate
• CAS No.: 1184828-44-1
• Molecular Formula: C₁₄H₂₁N₃O₄
• Molecular Weight: 295.338

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

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

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl2'',5''-Dioxo-8-azaspiro[bicyclo[3.2.1]octane-3,4''-imidazolidine]-8-carboxylate ^*data from reagent suppliers

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

There total 5 articles about tert-butyl 2',5'-dioxo-8H-spiro[8-azabicyclo-[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate 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: 78.0%

sodium cyanide (773837-37-9) + N-Boc-nortropinone (185099-67-6) + ammonium bicarbonate → tert-butyl 2',5'-dioxo-8H-spiro[8-azabicyclo-[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate (1184828-44-1)

Guidance literature:

In ethanol; water; at 20 - 50 ℃; for 48h;

DOI:10.1002/ardp.201300289

Reference yield: 76.0%

potassium cyanide + Boc-tropinone (185099-67-6) → tert-butyl 2',5'-dioxo-8H-spiro[8-azabicyclo-[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate (1184828-44-1)

Guidance literature:

With ammonium carbonate; In ethanol; water; Reflux;

DOI:10.1016/j.bmc.2009.06.004

Reference yield: 60.0%

potassium cyanide + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + Boc-tropinone (185099-67-6) → tert-butyl 2',5'-dioxo-8H-spiro[8-azabicyclo-[3.2.1]octane-3,4'-imidazolidine]-8-carboxylate (1184828-44-1)

Guidance literature:

In methanol; water; at 90 ℃; for 0.166667h; Sealed tube; Microwave irradiation;

DOI:10.1016/j.tetlet.2016.05.065

upstream raw materials:

Boc-tropinone

di-tert-butyl dicarbonate

sodium cyanide

N-Boc-nortropinone

Downstream raw materials:

tert-butyl 1'-benzyl-2',5'-dioxo-8-azaspiro[bicyclo[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

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

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