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

Base Information

• Chemical Name: benzyl 1-tert-butyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate
• CAS No.: 1301214-83-4
• Molecular Formula: C₂₃H₂₉N₃O₂
• Molecular Weight: 379.502
• Mol file: 1301214-83-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about benzyl 1-tert-butyl-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: 79.0%

tert-butyl hydrazine hydrochloride + 8-(dimethylaminomethylene)-9-oxo-3-azaspiro[5.5]undec-10-ene-3-carboxylic acid benzyl ester (1301214-81-2) → benzyl 1-tert-butyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate (1301214-83-4)

Guidance literature:

With acetic acid; In ethanol; for 1h; Reflux;

Reference yield: 79.0%

8-(dimethylaminomethylene)-9-oxo-3-azaspiro[5.5]undec-10-ene-3-carboxylic acid benzyl ester (1301214-81-2) + tertbutylhydrazine hydrochloride (7400-27-3) → benzyl 1-tert-butyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate (1301214-83-4)

Guidance literature:

With acetic acid; In ethanol; at 90 ℃; for 18h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo202377g

Reference yield:

N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde (138163-08-3) → benzyl 1-tert-butyl-1,4-dihydrospiro[indazole-5,4'-piperidine]-1'-carboxylate (1301214-83-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / benzene / 24 h / 70 °C / Reflux

1.2: 20 °C

2.1: toluene / 5 h / Reflux

3.1: acetic acid / ethanol / 1 h / Reflux

With acetic acid; toluene-4-sulfonic acid; In ethanol; toluene; benzene;

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

tertbutylhydrazine hydrochloride

Downstream raw materials:

methyl 4-((4-(1-tert-butyl-7-oxo-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-ylcarbonyl)phenoxy)methyl)benzoate

4-((4-(1-tert-butyl-7-oxo-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-ylcarbonyl)phenoxy)methyl)benzoic acid

benzyl 6-bromo-1-tert-butyl-7-hydroxy-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-carboxylate