(4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one

Base Information

• Chemical Name: (4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one
• CAS No.: 1453081-86-1
• Molecular Formula: C₁₄H₁₆BrNO₃
• Molecular Weight: 326.19
• Mol file: 1453081-86-1.mol

Synonyms:(4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one

Chemical Property of (4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one

There total 1 articles about (4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one 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: 94.0%

(4R,5S)-5-methyl-4-phenyloxazolidin-2-one (638211-38-8) + 2-bromoisobutyric acid bromide (20769-85-1) → (4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one (1453081-86-1)

Guidance literature:

(4R,5S)-5-methyl-4-phenyloxazolidin-2-one; With sodium hydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

2-bromoisobutyric acid bromide; In tetrahydrofuran; at -40 - 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201300148

Reference yield: 85.0%

(4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one (1453081-86-1) + (4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde (116669-78-4) → (4R,5S)-3-((S)-3-((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-3-hydroxy-2,2-dimethylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one (1453081-88-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at -78 ℃; for 1h; Reagent/catalyst; Temperature; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201300148

Reference yield: 68.0%

(4R,5S)-3-(2-bromo-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one (1453081-86-1) + (4S,5S)-2,2-dimethyl-5-(prop-1-en-2-yl)-1,3-dioxolane-4-carbaldehyde (1453081-97-4) → (4R,5S)-3-((S)-3-((4R,5S)-2,2-dimethyl-5-(prop-1-en-2-yl)-1,3-dioxolan-4-yl)-3-hydroxy-2,2-dimethylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one (1453081-98-5)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201300148

upstream raw materials:

(4R,5S)-5-methyl-4-phenyloxazolidin-2-one

2-bromoisobutyric acid bromide

Downstream raw materials:

(4R,5S)-3-((S)-3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-3-(methoxymethoxy)-2,2-dimethylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one

(4R,5S)-3-(2-((3aR,4S,6aR)-2,2-dimethyl-6-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-methylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one

C₂₃H₃₁NO₈

C₂₄H₃₃NO₈