Benzoic acid, 5-fluoro-2-methoxy-4-[(1R)-1-(4-pyridinyl)ethoxy]-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 5-fluoro-2-methoxy-4-[(1R)-1-(4-pyridinyl)ethoxy]-, methyl ester
• CAS No.: 194152-21-1
• Molecular Formula: C₁₆H₁₆FNO₄
• Molecular Weight: 305.306
• Mol file: 194152-21-1.mol

Synonyms:

Chemical Property of Benzoic acid, 5-fluoro-2-methoxy-4-[(1R)-1-(4-pyridinyl)ethoxy]-, methyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 5-fluoro-2-methoxy-4-[(1R)-1-(4-pyridinyl)ethoxy]-, methyl ester

There total 5 articles about Benzoic acid, 5-fluoro-2-methoxy-4-[(1R)-1-(4-pyridinyl)ethoxy]-, 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:

methyl 2,4-dihydroxybenzoate (2150-47-2) → 5-Fluoro-2-methoxy-4-((R)-1-pyridin-4-yl-ethoxy)-benzoic acid methyl ester (194152-21-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 58 percent / K₂CO₃ / acetone

2: 96 percent / NaH / dimethylformamide

3: 86 percent / H₂, AcOH / Pd/C / methanol

4: 38 percent / 3,5-dichloro-N-fluoropyridinium triflate / CH₂Cl₂

5: PPH₃, DEAD / tetrahydrofuran

With hydrogen; sodium hydride; 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate; potassium carbonate; acetic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0960-894X(98)00568-X

Reference yield:

methyl 4-benzyloxy-2-methoxybenzoate (28478-45-7) → 5-Fluoro-2-methoxy-4-((R)-1-pyridin-4-yl-ethoxy)-benzoic acid methyl ester (194152-21-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / H₂, AcOH / Pd/C / methanol

2: 38 percent / 3,5-dichloro-N-fluoropyridinium triflate / CH₂Cl₂

3: PPH₃, DEAD / tetrahydrofuran

With hydrogen; 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate; acetic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0960-894X(98)00568-X

Reference yield:

methyl 2-hydroxy-4-benzyloxybenzoate (5427-29-2) → 5-Fluoro-2-methoxy-4-((R)-1-pyridin-4-yl-ethoxy)-benzoic acid methyl ester (194152-21-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / NaH / dimethylformamide

2: 86 percent / H₂, AcOH / Pd/C / methanol

3: 38 percent / 3,5-dichloro-N-fluoropyridinium triflate / CH₂Cl₂

4: PPH₃, DEAD / tetrahydrofuran

With hydrogen; sodium hydride; 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate; acetic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00568-X

upstream raw materials:

(S)-1-(4-pyridyl)ethanol

methyl 5-fluoro-4-hydroxy-2-methoxybenzoate

methyl 4-hydroxy-2-methoxybenzoate

methyl 2,4-dihydroxybenzoate

Downstream raw materials:

(R)-1-{1-[4-(1-{pyridin-4-yl}ethoxy)-5-fluoro-2-methoxybenzoyl]-piperidin-4-yl}-4H-3,1-benzoxazin-2(1H)-one