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

Base Information

• Chemical Name: 3(2R,3R),4(S) 3-<2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone
• CAS No.: 161970-67-8
• Molecular Formula: C₂₂H₂₄N₄O₄
• Molecular Weight: 408.457
• Mol file: 161970-67-8.mol

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

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

There total 2 articles about 3(2R,3R),4(S) 3-<2-azido-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: 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:

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

Multi-step reaction with 2 steps

1: 1.) diisopropylethylamine, di-n-butylborontriflate, 2.) N-bromosuccinimide / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 2 h; -78 to -4 deg C

2: 90 percent / Amberlite IR/400 azide exchange resin / acetonitrile / 216 h / Ambient temperature

With N-Bromosuccinimide; 400 azide exchange resin; Amberlite IR; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In acetonitrile;

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

Reference yield: 100.0%

3(2R,3R),4(S) 3-<2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone (161970-67-8) → (2R,3R) 2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)butanoic acid (161869-57-4)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;

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

upstream raw materials:

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

Downstream raw materials:

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

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