tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate
CAS No.:1440754-66-4
Molecular Formula:C₂₁H₂₇N₅O₅
Molecular Weight:429.476
Hs Code.:

Synonyms:tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

There total 1 articles about tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)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: 62.0%

: 1613404-75-3
C₂₁H₂₈N₂O₅

: 1440754-66-4
tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

Guidance literature:: C₂₁H₂₈N₂O₅; With 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -60 ℃;

With potassium acetate; acetic acid; at 20 ℃; enantioselective reaction;
DOI:10.1021/jm500632s

Reference yield:

: 1440754-66-4
tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

: 1440754-72-2
(S)-tert-butyl 4-(2-hydroxy-1-(2-nitrophenylamino) ethyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate; methanol / 14 h / 20 °C

2: 5%-palladium/activated carbon; hydrogen / ethanol / 2 h / 20 °C / 760.05 Torr / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 8 h / 90 °C

With methanol; sodium tetrahydroborate; 5%-palladium/activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; ethanol;

Reference yield:

: 1440754-66-4
tert-butyl 4-((S)-1-azido-2-oxo-2-((S)-2-oxo-4-phenyloxazolidin-3-yl)ethyl)piperidine-1-carboxylate

: 1613404-97-9
C₄₃H₃₉N₅O₂

Guidance literature:: Multi-step reaction with 7 steps

1: sodium tetrahydroborate / methanol / 4 h / 20 °C

2: palladium on activated charcoal; hydrogen / ethanol / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 6 h / 100 °C

4: tributylphosphine; diamide / toluene; tetrahydrofuran

5: sodium dithionite / dimethyl sulfoxide; methanol; water / 6 h / 80 °C

6: hydrogenchloride / dichloromethane; 1,4-dioxane

7: triethylamine / dichloromethane / 12 h / 0 - 20 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; sodium tetrahydroborate; sodium dithionite; tributylphosphine; diamide; palladium on activated charcoal; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; 4: |Mitsunobu Displacement;
DOI:10.1021/jm500632s