(5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone

Base Information

• Chemical Name: (5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone
• CAS No.: 181931-86-2
• Molecular Formula: C₁₉H₁₂N₂O₅
• Molecular Weight: 348.315
• Mol file: 181931-86-2.mol

Synonyms:(5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone

Chemical Property of (5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone

There total 1 articles about (5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone 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: 85.0%

4-bromoacetyl-5-methyl-2-phenyl-oxazole (103788-62-1) + 5-Nitrosalicylaldehyde (97-51-8) → (5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone (181931-86-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 91 - 94 ℃; for 3h;

DOI:10.1021/jm960230h

Reference yield: 100.0%

(5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone (181931-86-2) → alpha-(5-Methyl-2-phenyl-4-oxazolyl)-5-nitro-2-benzofuranmethanol (140129-97-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 2h;

DOI:10.1021/jm960230h

Reference yield:

(5-methyl-2-phenyloxazol-4-yl)(5-nitrobenzofuran-2-yl)methanone (181931-86-2) → 3-[2-(5-Methyl-2-phenyl-oxazol-4-ylmethyl)-benzofuran-5-yl]-2-methylsulfanyl-propionic acid

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / NaBH₄ / methanol; tetrahydrofuran / 2 h / 0 °C

2: 95 percent / Et₃SiH, TFA / 1.) 0 deg C, 1.5 h, 2.) RT, overnight

3: 80 percent / H₂ / PtO₂ / ethyl acetate / 1.25 h / 2068.6 Torr

4: 1.) 48percent aq. HBr, sodium nitrite, 2.) Cu₂O / 1.) acetone, methanol, from 0 to 5 deg C, 15 min, 2.) acetone, methanol, 1 h

5: K₂CO₃ / dimethylformamide / Ambient temperature

6: aq. NaOH / methanol / Heating

With copper(I) oxide; triethylsilane; sodium hydroxide; sodium tetrahydroborate; hydrogen bromide; hydrogen; potassium carbonate; trifluoroacetic acid; sodium nitrite; platinum(IV) oxide; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm960230h

upstream raw materials:

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

5-Nitrosalicylaldehyde

Downstream raw materials:

alpha-(5-Methyl-2-phenyl-4-oxazolyl)-5-nitro-2-benzofuranmethanol

5-Amino-2-(5-methyl-2-phenyl-4-oxazolyl)-methylbenzofuran

5-Methyl-4-(5-nitro-benzofuran-2-ylmethyl)-2-phenyl-oxazole

ethyl alpha-bromo-2-(5-methyl-2-phenyl-4-oxazolyl)methyl-5-benzofuranpropanoic acid