benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate

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Chemical Name:benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate
CAS No.:1174020-16-6
Molecular Formula:C₂₆H₃₉N₃O₇S
Molecular Weight:537.678
Hs Code.:

Synonyms:benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate

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Chemical Property of benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate

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Technology Process of benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate

There total 4 articles about benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)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: 83.0%

: 1174020-15-5
benzyl 4-{[1-(tert-butoxycarbonyl)-5-oxo-L-prolyl]amino}piperidinecarboxylate

: 1774-47-6
trimethylsulfoxonium iodide

: 1174020-16-6
benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate

Guidance literature:: trimethylsulfoxonium iodide; With potassium tert-butylate; In N,N-dimethyl-formamide; at 15 - 25 ℃; for 1h;

benzyl 4-{[1-(tert-butoxycarbonyl)-5-oxo-L-prolyl]amino}piperidinecarboxylate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

: 120278-07-1
benzyl 4-aminopiperidine-1-carboxylate

: 1174020-16-6
benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 25 - 35 °C / Inert atmosphere

2.1: dmap / acetonitrile / 3 h / 20 - 25 °C / Inert atmosphere

3.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 23 °C / Inert atmosphere

3.2: 1 h / 23 °C / Inert atmosphere

With dmap; potassium tert-butylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol202195n

Reference yield:

: 1174020-66-6
C₁₈H₂₃N₃O₄

: 1174020-16-6
benzyl 4-({N-(tert-butoxycarbonyl)-6-[dimethyl(oxido)-λ(4)-sulfanylidene]-5-oxo-L-norleucyl}amino)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap / acetonitrile / 3 h / 20 - 25 °C / Inert atmosphere

2.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 23 °C / Inert atmosphere

2.2: 1 h / 23 °C / Inert atmosphere

With dmap; potassium tert-butylate; In dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol202195n