tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate
• CAS No.: 1253923-97-5
• Molecular Formula: C₁₈H₂₁Cl₂N₃O₃
• Molecular Weight: 398.289

Synonyms:tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate

Chemical Property of tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate

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Technology Process of tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate

There total 4 articles about tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-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: 43.0%

tert-butyl 4-cyano-4-(2,4-dichlorobenzamido)piperidine-1-carboxylate (1253923-96-4) → tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate (1253923-97-5)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In ethanol; water; at 80 ℃; for 4h;

DOI:10.1021/acs.jmedchem.8b00182

Reference yield:

4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (331281-25-5) → tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate (1253923-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 1 h / 20 °C

2: sodium hydroxide; dihydrogen peroxide / water; ethanol / 4 h / 80 °C

With dmap; dihydrogen peroxide; triethylamine; sodium hydroxide; In ethanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.8b00182

Reference yield:

2,4-dichlorobenzoyl chloride (89-75-8) → tert-butyl 2-(2,4-dichlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate (1253923-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 1 h / 20 °C

2: sodium hydroxide; dihydrogen peroxide / water; ethanol / 4 h / 80 °C

With dmap; dihydrogen peroxide; triethylamine; sodium hydroxide; In ethanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.8b00182

upstream raw materials:

4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 4-cyano-4-(2,4-dichlorobenzamido)piperidine-1-carboxylate

2,4-dichlorobenzoyl chloride

Downstream raw materials:

2-(2,4-dichlorophenyl)-8-((2-(naphthalen-1-yl)ethyl)sulfonyl)-1,3,8-triazaspiro[4.5]dec-1-en-4-one

8-(4-chloro-benzenesulfonyl)-2-(2,4-dichloro-phenyl)-1,3,8-triaza-spiro[4.5]dec-1-en-4-one

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