4-[4-Fluoro-2-(phenylmethoxy)phenyl]-α-methyl-2,6-bis(1-methylethyl)-5-(1-propen-1-yl)-3-Pyridinemethanol

Base Information

• Chemical Name: 4-[4-Fluoro-2-(phenylmethoxy)phenyl]-α-methyl-2,6-bis(1-methylethyl)-5-(1-propen-1-yl)-3-Pyridinemethanol
• CAS No.: 503559-84-0
• Molecular Formula: C₂₉H₃₄FNO₂
• Molecular Weight: 447.593
• Mol file: 503559-84-0.mol

Synonyms:1-(4-(2-(Benzyloxy)-4-fluorophenyl)-2,6-diisopropyl-5-(prop-1-en-1-yl)pyridin-3-yl)ethanol; 4-[4-Fluoro-2-(phenylmethoxy)phenyl]-alpha-methyl-2,6-bis(1-methylethyl)-5-(1-propen-1-yl)-3-pyridinemethanol; glucagon receptor antagonists 1;

Chemical Property of 4-[4-Fluoro-2-(phenylmethoxy)phenyl]-α-methyl-2,6-bis(1-methylethyl)-5-(1-propen-1-yl)-3-Pyridinemethanol

Chemical Property:

• Boiling Point: 544.9±50.0 °C(Predicted)
• PKA: 13.38±0.20(Predicted)
• PSA: 42.35000
• Density: 1.094
• LogP: 7.79990

Purity/Quality:

97% ^*data from raw suppliers

1-(4-(2-(Benzyloxy)-4-fluorophenyl)-2,6-diisopropyl-5-(prop-1-en-1-yl)pyridin-3-yl)ethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[4-Fluoro-2-(phenylmethoxy)phenyl]-α-methyl-2,6-bis(1-methylethyl)-5-(1-propen-1-yl)-3-Pyridinemethanol

There total 10 articles about 4-[4-Fluoro-2-(phenylmethoxy)phenyl]-α-methyl-2,6-bis(1-methylethyl)-5-(1-propen-1-yl)-3-Pyridinemethanol 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: 99.0%

methylcopper (1184-53-8) + 4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-((E)-propenyl)-pyridine-3-carbaldehyde (503559-80-6) → 1-[4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-((E)-propenyl)-pyridin-3-yl]-ethanol (503559-84-0)

Guidance literature:

In diethyl ether; toluene; at 0 ℃; for 0.5h;

DOI:10.1016/S0960-894X(02)00736-9

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → 1-[4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-((E)-propenyl)-pyridin-3-yl]-ethanol (503559-84-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 64 percent / pyridine / 1,2-dichloro-ethane / 0 °C

2: 92 percent / NH₃ / methanol / 0 °C

3: 95 percent / K₂CO₃ / acetone / Heating

4: 78 percent / tetrahydrofuran / Heating

5: Red-Al<*> / tetrahydrofuran / 20 °C

6: PCC / CH₂Cl₂ / 20 °C

7: tetrahydrofuran / 20 °C

8: LiAlH₄ / tetrahydrofuran / 20 °C

9: PCC / CH₂Cl₂ / 20 °C

10: 99 percent / toluene; diethyl ether / 0.5 h / 0 °C

With pyridine; lithium aluminium tetrahydride; ammonia; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; acetone; toluene; 7: Wittig reaction;

DOI:10.1016/S0960-894X(02)00736-9

Reference yield:

dimethyl 2,6-diisopropyl-4-oxo-2H-pyran-3,5-dicarboxylate (470717-48-7) → 1-[4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-((E)-propenyl)-pyridin-3-yl]-ethanol (503559-84-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 92 percent / NH₃ / methanol / 0 °C

2: 95 percent / K₂CO₃ / acetone / Heating

3: 78 percent / tetrahydrofuran / Heating

4: Red-Al<*> / tetrahydrofuran / 20 °C

5: PCC / CH₂Cl₂ / 20 °C

6: tetrahydrofuran / 20 °C

7: LiAlH₄ / tetrahydrofuran / 20 °C

8: PCC / CH₂Cl₂ / 20 °C

9: 99 percent / toluene; diethyl ether / 0.5 h / 0 °C

With lithium aluminium tetrahydride; ammonia; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene; 6: Wittig reaction;

DOI:10.1016/S0960-894X(02)00736-9

upstream raw materials:

methylcopper

4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-((E)-propenyl)-pyridine-3-carbaldehyde

3-oxopentanedioic acid dimethyl ester

dimethyl 2,6-diisopropyl-4-oxo-2H-pyran-3,5-dicarboxylate