(2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Base Information

Chemical Name:(2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate
CAS No.:1471297-42-3
Molecular Formula:C₂₅H₂₉N₅O₈S
Molecular Weight:559.6
Hs Code.:

Synonyms:(2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

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Chemical Property of (2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Chemical Property:

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Technology Process of (2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

There total 12 articles about (2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)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: 69.0%

: 1471297-40-1
(2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(N-hydroxycarbamimidoyl)piperidine-1-carboxylate

: 149-73-5
trimethyl orthoformate

: 1471297-42-3
(2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: With pyridinium p-toluenesulfonate; at 70 ℃; for 4h;

Reference yield:

: 1416134-58-1
ethyl (S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ⁶-sulfanylidene)-5-oxohexanoate

: 1471297-42-3
(2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: bis(1,5-cyclooctadiene)diiridium(I) dichloride / toluene / 0.17 h / 80 - 90 °C / Inert atmosphere

2: sodium tetrahydroborate; ethanol / 0.5 h / -40 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C

4: lithium hydroxide monohydrate / tetrahydrofuran; water / 24 h / 20 °C

5: N-ethyl-N,N-diisopropylamine; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 17 h / 20 °C

6: pyridine; trifluoromethylsulfonic anhydride / tetrahydrofuran / 1.08 h / 0 °C

7: hydroxylamine hydrochloride; triethylamine / ethanol; methanol / 17 h / 70 °C

8: pyridinium p-toluenesulfonate / 4 h / 70 °C

With pyridine; sodium tetrahydroborate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; lithium hydroxide monohydrate; ethanol; trifluoromethylsulfonic anhydride; hydroxylamine hydrochloride; pyridinium p-toluenesulfonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: (S)-1-(tert-butyl) 2-ethyl 5-oxopiperidine-1,2-dicarboxylate

: 1471297-42-3
(2S,5R)-tert-butyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)-2-(1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: sodium tetrahydroborate; ethanol / 0.5 h / -40 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C

3: lithium hydroxide monohydrate / tetrahydrofuran; water / 24 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 17 h / 20 °C

5: pyridine; trifluoromethylsulfonic anhydride / tetrahydrofuran / 1.08 h / 0 °C

6: hydroxylamine hydrochloride; triethylamine / ethanol; methanol / 17 h / 70 °C

7: pyridinium p-toluenesulfonate / 4 h / 70 °C

With pyridine; sodium tetrahydroborate; lithium hydroxide monohydrate; ethanol; trifluoromethylsulfonic anhydride; hydroxylamine hydrochloride; pyridinium p-toluenesulfonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;