3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Base Information

• Chemical Name: 3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone
• CAS No.: 161970-63-4
• Molecular Formula: C₂₂H₂₄BrNO₄
• Molecular Weight: 446.341
• Mol file: 161970-63-4.mol

Synonyms:3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Chemical Property of 3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

There total 1 articles about 3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone 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:

4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone → 3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone (161970-63-4)

Guidance literature:

With N-Bromosuccinimide; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 2 h; -78 to -4 deg C;

DOI:10.1016/0040-4020(94)00996-8

Reference yield: 90.0%

3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone (161970-63-4) → 3(2R,3R),4(S) 3-<2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone (161970-67-8)

Guidance literature:

With 400 azide exchange resin; Amberlite IR; In acetonitrile; for 216h; Ambient temperature;

DOI:10.1016/0040-4020(94)00996-8

Reference yield:

3(2S,3R),4(S) 3-<2-bromo-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone (161970-63-4) → (2R,3R) 2-amino-3-(2',6'-dimethyl-4'-hydroxyphenyl)butanoic acid (143739-15-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / Amberlite IR/400 azide exchange resin / acetonitrile / 216 h / Ambient temperature

2: 100 percent / 30percent H₂O₂, LiOH / tetrahydrofuran; H₂O / 2 h / 0 °C

3: 1.) H₂, 2.) 6 N aq. HCl / 1.) 10percent Pd-C / 1.) glacial acetic acid/H₂O, 36 psi, 24 h

4: 1.) thioanisole, trifluoromethanesulfonic acid, 2.) Amberlite IR-120 (H+) resin / 1.) trifluoroacetic acid, -4 - 0 deg C, 30 min

With hydrogenchloride; lithium hydroxide; trifluorormethanesulfonic acid; methyl-phenyl-thioether; 400 azide exchange resin; Amberlite IR-120 (H+) resin; Amberlite IR; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In tetrahydrofuran; water; acetonitrile;

DOI:10.1016/0040-4020(94)00996-8

Downstream raw materials:

3(2R,3R),4(S) 3-<2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

(2R,3R) 2-amino-3-(2',6'-dimethyl-4'-hydroxyphenyl)butanoic acid

(2R,3R) 2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)butanoic acid