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

Base Information

• Chemical Name: 1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)thio]piperidine-1,4-dicarboxylate
• CAS No.: 226396-40-3
• Molecular Formula: C₂₅H₃₁NO₅S
• Molecular Weight: 457.591
• Mol file: 226396-40-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)thio]piperidine-1,4-dicarboxylate 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%

1,2-bis(4-phenoxyphenyl)disulfane (113113-66-9) + 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (142851-03-4) → 1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)thio]piperidine-1,4-dicarboxylate (226396-40-3)

Guidance literature:

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate; With lithium diisopropyl amide; In tetrahydrofuran; at -45 - 0 ℃; for 2h;

1,2-bis(4-phenoxyphenyl)disulfane; In tetrahydrofuran; at 0 - 20 ℃; for 17h;

DOI:10.1021/jm0500875

Reference yield: 87.0%

1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)thio]piperidine-1,4-dicarboxylate (226396-40-3) → 1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)sulfonyl]piperidine-1,4-dicarboxylate (226396-42-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 1.5h;

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

upstream raw materials:

1,2-bis(4-phenoxyphenyl)disulfane

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

Downstream raw materials:

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

1-methyl-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid

1-methyl-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid ethyl ester

1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid