tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate

Base Information

• Chemical Name: tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate
• CAS No.: 1414348-93-8
• Molecular Formula: C₂₀H₂₅F₃N₂O₅
• Molecular Weight: 430.424
• Mol file: 1414348-93-8.mol

Synonyms:tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate

Chemical Property of tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate

There total 7 articles about tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-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: 78.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-3-((2R,3R)-2-azido-4,4,4-trifluoro-3-methylbutanoyl)-4-benzyloxazolidin-2-one (1414349-00-0) → tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate (1414348-93-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 4h; under 750.075 Torr;

DOI:10.1039/c2ob26810h

Reference yield: 78.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-3-((2S,3R)-2-azido-4,4,4-trifluoro-3-methylbutanoyl)-4-benzyloxazolidin-2-one (1414349-15-7) → tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate (1414348-93-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 4h; under 750.075 Torr;

DOI:10.1039/c2ob26810h

Reference yield:

(S)-4-benzyl-3-((R)-4,4,4-trifluoro-3-methylbutanoyl)oxazolidin-2-one (1414348-90-5) → tert-butyl ((2S,3R)-1-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4,4,4-trifluoro-3-methyl-1-oxobutan-2-yl)carbamate (1414348-93-8)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 0.13 h / -78 °C

1.3: -78 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 °C / 750.08 Torr

With palladium 10% on activated carbon; hydrogen; potassium hexamethylsilazane; In tetrahydrofuran; ethyl acetate; toluene;

DOI:10.1039/c2ob26810h

upstream raw materials:

(S)-4-benzyl-3-((R)-4,4,4-trifluoro-3-methylbutanoyl)oxazolidin-2-one

(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone

di-tert-butyl dicarbonate

(S)-3-((2R,3R)-2-azido-4,4,4-trifluoro-3-methylbutanoyl)-4-benzyloxazolidin-2-one

Downstream raw materials:

(2S,3R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluoro-3-methyl-butanoic acid

(2S,3R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluoro-3-methylbutanoic acid

(2R,3R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluoro-3-methylbutanoic acid