(R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: (R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester
• CAS No.: 445019-52-3
• Molecular Formula: C₁₄H₁₆FNO₃
• Molecular Weight: 265.284
• Mol file: 445019-52-3.mol

Synonyms:(R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester

Chemical Property of (R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester

There total 6 articles about (R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester 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:

N-[3-propyl-4-fluorobenzoyl]-D-serine methyl ester (445019-51-2) → (R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester (445019-52-3)

Guidance literature:

With 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; at -20 ℃; for 0.5h;

DOI:10.1021/jm010579r

Reference yield:

methyl 3-bromo-4-fluorobenzoate (82702-31-6) → (R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester (445019-52-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.46 g / Pd(PPh₃)4 / dimethylformamide / 40 h / 85 °C

2: H₂ / 10percent Pd/C / ethanol / 16 h / atmospheric pressure

3: 648 mg / aq. KOH / tetrahydrofuran; methanol

4: oxalyl chloride / CH₂Cl₂ / 1 h / 0 °C

5: 560 mg / DIEA / CH₂Cl₂ / 16 h / 0 - 20 °C

6: DAST / CH₂Cl₂ / 0.5 h / -20 °C

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; hydrogen; N-ethyl-N,N-diisopropylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm010579r

Reference yield:

methyl 3-allyl-4-fluorobenzoate (272130-66-2) → (R)-2-(3-propyl-4-fluorophenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester (445019-52-3)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / 10percent Pd/C / ethanol / 16 h / atmospheric pressure

2: 648 mg / aq. KOH / tetrahydrofuran; methanol

3: oxalyl chloride / CH₂Cl₂ / 1 h / 0 °C

4: 560 mg / DIEA / CH₂Cl₂ / 16 h / 0 - 20 °C

5: DAST / CH₂Cl₂ / 0.5 h / -20 °C

With potassium hydroxide; oxalyl dichloride; hydrogen; N-ethyl-N,N-diisopropylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm010579r

upstream raw materials:

N-[3-propyl-4-fluorobenzoyl]-D-serine methyl ester

methyl 3-bromo-4-fluorobenzoate

methyl 3-allyl-4-fluorobenzoate

4-fluoro-3-propyl-benzoic acid