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

Base Information

• Chemical Name: (2R,3R) 2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)butanoic acid
• CAS No.: 161869-57-4
• Molecular Formula: C₁₃H₁₇N₃O₃
• Molecular Weight: 263.296
• Mol file: 161869-57-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (2R,3R) 2-azido-3-(4'-methoxy-2',6'-dimethylphenyl)butanoic acid 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: 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

Reference yield:

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

Guidance literature:

Multi-step reaction with 3 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

3: 100 percent / 30percent H₂O₂, LiOH / tetrahydrofuran; H₂O / 2 h / 0 °C

With lithium hydroxide; N-Bromosuccinimide; 400 azide exchange resin; Amberlite IR; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; acetonitrile;

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-azido-3-(4'-methoxy-2',6'-dimethylphenyl)butanoic acid (161869-57-4)

Guidance literature:

Multi-step reaction with 2 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

With lithium hydroxide; 400 azide exchange resin; Amberlite IR; dihydrogen peroxide; In tetrahydrofuran; water; acetonitrile;

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

upstream raw materials:

3(2R,3R),4(S) 3-<2-azido-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

Downstream raw materials:

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