tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate
CAS No.:1414349-19-1
Molecular Formula:C₂₁H₂₇F₃N₂O₅
Molecular Weight:444.451
Hs Code.:

Synonyms:tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate

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Chemical Property of tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate

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Technology Process of tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate

There total 5 articles about tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate 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: 72.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1414349-16-8
(S)-3-((2S,3S)-2-azido-3-(trifluoromethyl)pentanoyl)-4-benzyl-oxazolidin-2-one

: 1414349-19-1
tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 3.5h; under 750.075 Torr;
DOI:10.1039/c2ob26810h

Reference yield:

: 1414348-91-6
(S)-4-benzyl-3-((S)-3-(trifluoromethyl)pentanoyl)oxazolidin-2-one

: 1414349-19-1
tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C

1.2: 0.09 h / -78 °C

1.3: -78 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3.5 h / 20 °C / 750.08 Torr

With palladium 10% on activated carbon; hydrogen; potassium hexamethylsilazane; In tetrahydrofuran; ethyl acetate; toluene;
DOI:10.1039/c2ob26810h

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 1414349-19-1
tert-butyl ((2S,3S)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-oxo-3-(trifluoromethyl)pentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 3 h / -78 °C

2.1: ytterbium(III) trifluoromethanesulfonate hydrate / tetrahydrofuran; dichloromethane / 0.5 h / 20 °C

2.2: -78 °C / Schlenk technique

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.2: 0.09 h / -78 °C

3.3: -78 - 20 °C

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3.5 h / 20 °C / 750.08 Torr

With n-butyllithium; ytterbium(III) trifluoromethanesulfonate hydrate; palladium 10% on activated carbon; hydrogen; potassium hexamethylsilazane; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene;
DOI:10.1039/c2ob26810h