methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate

Base Information

• Chemical Name: methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate
• CAS No.: 103789-08-8
• Molecular Formula: C₂₂H₂₂BrNO₅
• Molecular Weight: 460.324
• Mol file: 103789-08-8.mol

Synonyms:methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate

Chemical Property of methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate

There total 6 articles about methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate 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: 98.5%

copper(I) oxide (1317-39-1,146060-06-2) + 4-<2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ehtoxy>aniline (103789-07-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate (103789-08-8)

Guidance literature:

With aqueous HBr; sodium nitrite; In methanol (50 ml)-acetone; water;

Reference yield:

4-acetyl-5-methyl-2-phenyloxazole (2940-19-4) → methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate (103789-08-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / Br₂ / CHCl₃ / 0.5 h / 55 °C

2: 58 percent / K₂CO₃ / butan-2-one / 3 h / Heating

3: 98 percent / NaBH₄ / methanol / 0.5 h

4: 96 percent / 4 N KOH, EtOH / 24 h / Heating

5: 1.) aq. NaNO₂, aq. HBr, 2.) Cu₂O / 1.) MeOH, acetone, 5 deg C, 30 min, 2.) MeOH, acetone, 38 deg C

With copper(I) oxide; potassium hydroxide; sodium tetrahydroborate; ethanol; hydrogen bromide; bromine; potassium carbonate; sodium nitrite; In methanol; chloroform; butanone;

DOI:10.1021/jm00092a012

Reference yield:

4-bromoacetyl-5-methyl-2-phenyl-oxazole (103788-62-1) → methyl 2-bromo-3-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy] phenyl}propionate (103789-08-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 58 percent / K₂CO₃ / butan-2-one / 3 h / Heating

2: 98 percent / NaBH₄ / methanol / 0.5 h

3: 96 percent / 4 N KOH, EtOH / 24 h / Heating

4: 1.) aq. NaNO₂, aq. HBr, 2.) Cu₂O / 1.) MeOH, acetone, 5 deg C, 30 min, 2.) MeOH, acetone, 38 deg C

With copper(I) oxide; potassium hydroxide; sodium tetrahydroborate; ethanol; hydrogen bromide; potassium carbonate; sodium nitrite; In methanol; butanone;

DOI:10.1021/jm00092a012

upstream raw materials:

4-<2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ehtoxy>aniline

acrylic acid methyl ester

4-acetyl-5-methyl-2-phenyloxazole

4-bromoacetyl-5-methyl-2-phenyl-oxazole

Downstream raw materials:

2-imino-5-{4-[2-hydroxy-2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl}-4-thiazolidinone

AD 5075

5-{4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzyl}-2,4-thiazolidinedione