1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

Base Information

• Chemical Name: 1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide
• CAS No.: 226397-28-0
• Molecular Formula: C₂₆H₃₄N₂O₇S
• Molecular Weight: 518.631
• Mol file: 226397-28-0.mol

Synonyms:1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

Chemical Property of 1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

There total 7 articles about 1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide 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: 71.1%

1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (226397-27-9) + O-2-tetrahydro-2H-pyranhydroxylamine (6723-30-4) → 1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide (226397-28-0)

Guidance literature:

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

DOI:10.1021/jm0500875

Reference yield:

1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid ethyl ester (226397-26-8) → 1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide (226397-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. NaOH / ethanol; tetrahydrofuran / 12 h / Heating

2: 71.1 percent / EDC; 4-methylmorpholine / dimethylformamide / 20 h / 20 °C

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

DOI:10.1021/jm0500875

Reference yield:

1-tert-butyl 4-ethyl 4-[(4-phenoxyphenyl)thio]piperidine-1,4-dicarboxylate (226396-40-3) → 1-(2-methoxy-ethyl)-4-(4-phenoxy-benzenesulfonyl)-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide (226397-28-0)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 100 percent / HCl(gas) / ethyl acetate / 0.08 h

3: 100 percent / K₂CO₃ / dimethylformamide / 18 h / 20 °C

4: 100 percent / aq. NaOH / ethanol; tetrahydrofuran / 12 h / Heating

5: 71.1 percent / EDC; 4-methylmorpholine / dimethylformamide / 20 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm0500875

upstream raw materials:

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

O-2-tetrahydro-2H-pyranhydroxylamine

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

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