1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate

Base Information

• Chemical Name: 1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate
• CAS No.: 226388-52-9
• Molecular Formula: C₂₃H₂₈N₂O₇S
• Molecular Weight: 476.551
• Mol file: 226388-52-9.mol

Synonyms:1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate

Chemical Property of 1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate

There total 5 articles about 1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]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: 61.0%

4-(4-phenoxy-benzenesulfonyl)-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (226396-44-7) → 1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate (226388-52-9)

Guidance literature:

With 4-methyl-morpholine; hydroxylamine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃; for 36h;

DOI:10.1021/jm0500875

Reference yield:

1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)thio]piperidine-1,4-dicarboxylate (226396-40-3) → 1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate (226388-52-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 100 percent / aq. NaOH / ethanol; tetrahydrofuran / 16 h / 65 °C

3: 61 percent / aq. hydroxylamine; 4-methylmorpholine; EDC / HOBT / dimethylformamide / 36 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; hydroxylamine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 3-chloro-benzenecarboperoxoic acid; benzotriazol-1-ol; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0500875

Reference yield:

1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)sulfonyl]piperidine-1,4-dicarboxylate (226396-42-5) → 1-tert-butyl 4-[(hydroxyamino)carbonyl]-4-[(4-phenoxyphenyl)sulfonyl]piperidine-1-carboxylate (226388-52-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. NaOH / ethanol; tetrahydrofuran / 16 h / 65 °C

2: 61 percent / aq. hydroxylamine; 4-methylmorpholine; EDC / HOBT / dimethylformamide / 36 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; hydroxylamine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0500875

upstream raw materials:

4-(4-phenoxy-benzenesulfonyl)-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester

1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)thio]piperidine-1,4-dicarboxylate

1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)sulfonyl]piperidine-1,4-dicarboxylate

1,2-bis(4-phenoxyphenyl)disulfane