spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester

Base Information

• Chemical Name: spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester
• CAS No.: 1356928-22-7
• Molecular Formula: C₁₉H₂₁N₃O₂
• Molecular Weight: 323.395
• Mol file: 1356928-22-7.mol

Synonyms:spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester

Chemical Property of spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester

There total 3 articles about spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester 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: 87.0%

8-(dimethylaminomethylene)-9-oxo-3-azaspiro[5.5]undec-10-ene-3-carboxylic acid benzyl ester (1301214-81-2) → spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester (1356928-22-7)

Guidance literature:

With hydrazine hydrate; acetic acid; In ethanol; at 90 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo202377g

Reference yield:

N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde (138163-08-3) → spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester (1356928-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / benzene / 24 h / 70 - 110 °C / Inert atmosphere

2: toluene / 5 h / 110 °C / Inert atmosphere

3: hydrazine hydrate; acetic acid / ethanol / 2 h / 90 °C / Inert atmosphere

With toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In ethanol; toluene; benzene; 1: Robinson annulation;

DOI:10.1021/jo202377g

Reference yield:

3-oxo-9-azaspiro[5.5]undec-4-ene-9-carboxylic acid benzyl ester (189333-18-4) → spiro[1,4-dihydrobenzooxazole-5,4'-piperidine]-1'-formic acid benzyl ester (1356928-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 5 h / 110 °C / Inert atmosphere

2: hydrazine hydrate; acetic acid / ethanol / 2 h / 90 °C / Inert atmosphere

With hydrazine hydrate; acetic acid; In ethanol; toluene;

DOI:10.1021/jo202377g

upstream raw materials:

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

N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde

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

Downstream raw materials:

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

benzyl 2-isopropyl-7-oxo-1,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-carboxylate

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

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