tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate

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Chemical Name:tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate
CAS No.:1438386-16-3
Molecular Formula:C₂₂H₃₁N₅O₇S
Molecular Weight:509.583
Hs Code.:

Synonyms:tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate

There total 7 articles about tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)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: 48.0%

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

: 1438386-15-2
4-(4-azidophenylsulfonyl)-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid

: 1438386-16-3
tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate

Guidance literature:: 4-(4-azidophenylsulfonyl)-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid; With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

O-2-tetrahydro-2H-pyranhydroxylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1039/c3ob41046c

Reference yield:

: 1438386-11-8
1-tert-butyl 4-ethyl 4-((4-nitrophenyl)sulfanyl)piperidine-1,4-dicarboxylate

: 1438386-16-3
tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide; water / ethanol / 48 h / 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

3.1: palladium; hydrogen / ethanol / 72 h / 20 °C / 3102.97 Torr

4.1: trimethylsilylazide; tert.-butylnitrite / acetonitrile / 2.5 h / 0 - 20 °C / Inert atmosphere

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 20 °C

With 4-methyl-morpholine; tert.-butylnitrite; trimethylsilylazide; water; hydrogen; benzotriazol-1-ol; palladium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob41046c

Reference yield:

: 142851-03-4
1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

: 1438386-16-3
tert-butyl 4-(4-azidophenylsulfonyl)-4-(tetrahydro-2H-pyran-2-yloxycarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide; water / ethanol / 48 h / 20 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

4.1: palladium; hydrogen / ethanol / 72 h / 20 °C / 3102.97 Torr

5.1: trimethylsilylazide; tert.-butylnitrite / acetonitrile / 2.5 h / 0 - 20 °C / Inert atmosphere

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 20 °C

6.2: 20 °C

With 4-methyl-morpholine; tert.-butylnitrite; trimethylsilylazide; water; hydrogen; benzotriazol-1-ol; palladium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob41046c