4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

Base Information

Chemical Name:4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide
CAS No.:226396-67-4
Molecular Formula:C₂₆H₃₀N₂O₅S₂
Molecular Weight:514.667
Hs Code.:

Synonyms:4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

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Chemical Property of 4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

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Technology Process of 4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

There total 8 articles about 4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-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:

: 226396-66-3
4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 226396-67-4
4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In acetonitrile; at 20 ℃; for 18h;
DOI:10.1021/jm0500875

Reference yield:

: 226396-62-9
1-tert-butyl 4-ethyl 4-[(4-fluorophenyl)thio]piperidine-1,4-dicarboxylate

: 226396-67-4
4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / MCPBA / CH₂Cl₂ / 20 h / 0 °C

2: 86 percent / HCl(gas) / ethyl acetate / 4 h / 20 °C

3: 86 percent / K₂CO₃ / dimethylformamide / 4 h / 20 °C

4: 56 percent / Cs₂CO₃ / dimethylformamide / 6 h / 70 °C

5: 1.82 g / aq. KOH / ethanol / 4.5 h / 105 °C

6: 1.32 g / EDC; triethylamine / acetonitrile / 18 h / 20 °C

With hydrogenchloride; potassium hydroxide; potassium carbonate; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0500875

Reference yield:

: 226396-64-1
4-(4-fluorobenzenesulfonyl)-1-prop-2-ynylpiperidine-4-carboxylic acid ethyl ester

: 226396-67-4
4-(4-phenylsulfanyl-benzenesulfonyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / Cs₂CO₃ / dimethylformamide / 6 h / 70 °C

2: 1.82 g / aq. KOH / ethanol / 4.5 h / 105 °C

3: 1.32 g / EDC; triethylamine / acetonitrile / 18 h / 20 °C

With potassium hydroxide; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0500875