benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

Base Information

• Chemical Name: benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate
• CAS No.: 1301214-96-9
• Molecular Formula: C₂₂H₂₇N₃O₂
• Molecular Weight: 365.475

Synonyms:benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

Chemical Property of benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

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Technology Process of benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

There total 9 articles about benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-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: 86.0%

8-(dimethylaminomethylene)-9-oxo-3-azaspiro[5.5]undec-10-ene-3-carboxylic acid benzyl ester (1301214-81-2) + isopropylhydrazine hydrochloride (70629-60-6,73941-11-4,16726-41-3) → benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate (1301214-96-9)

Guidance literature:

In toluene; at 90 ℃; for 18h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo202377g

Reference yield: 69.0%

N-isopropylhydrazine (2257-52-5) + 8-(dimethylaminomethylene)-9-oxo-3-azaspiro[5.5]undec-10-ene-3-carboxylic acid benzyl ester (1301214-81-2) → benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate (1301214-96-9)

Guidance literature:

With acetic acid; In ethanol; for 2h; Reflux;

Reference yield: 37.0%

2-iodo-propane (75-30-9) + spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester (1356928-22-7) → benzyl 1-isopropyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate (1301214-96-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

upstream raw materials:

3-oxo-9-azaspiro[5.5]undec-4-ene-9-carboxylic acid benzyl ester

N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde

8-(dimethylaminomethylene)-9-oxo-3-azaspiro[5.5]undec-10-ene-3-carboxylic acid benzyl ester

isopropylhydrazine hydrochloride

Downstream raw materials:

benzyl 3,6-dibromo-1-isopropyl-7-methoxy-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

benzyl 3-bromo-1-isopropyl-7-oxo-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

Benzyl 6-bromo-7-hydroxy-1-isopropyl-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

Benzyl 1-isopropyl-6-methyl-7-oxo-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

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