3-Pyridinemethanol, 4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-5-propyl-, (aR,4S)-rel- (9CI)

Base Information

• Chemical Name: 3-Pyridinemethanol, 4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-5-propyl-, (aR,4S)-rel- (9CI)
• CAS No.: 202917-18-8
• Molecular Formula: C₂₂H₃₀FNO₂
• Molecular Weight: 359.484
• Mol file: 202917-18-8.mol

Synonyms:3-Pyridinemethanol, 4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-5-propyl-;

Chemical Property of 3-Pyridinemethanol, 4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-5-propyl-, (aR,4S)-rel- (9CI)

Chemical Property:

• Boiling Point: 469.6 °C at 760 mmHg
• PKA: 6.96±0.35(Predicted)
• Flash Point: 237.8 °C
• PSA: 52.49000
• Density: 1.085g/cm³
• LogP: 5.54800

Purity/Quality:

98% ^*data from raw suppliers

GlucagonReceptorAntagonists-2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Pyridinemethanol, 4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-5-propyl-, (aR,4S)-rel- (9CI)

There total 12 articles about 3-Pyridinemethanol, 4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-5-propyl-, (aR,4S)-rel- (9CI) 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:

1-[4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-((E)-propenyl)-pyridin-3-yl]-ethanol (503559-84-0) → 2,6-Diisopropyl-3-(1-hydroxyethyl)-4-(4-fluoro-2-hydroxyphenyl)-5-propylpyridine (202917-17-7,334992-01-7,202917-18-8,503610-14-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

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

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → 2,6-Diisopropyl-3-(1-hydroxyethyl)-4-(4-fluoro-2-hydroxyphenyl)-5-propylpyridine (202917-17-7,334992-01-7,202917-18-8,503610-14-8)

Guidance literature:

Multi-step reaction with 11 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

11: H₂ / Pd/C / ethanol

With pyridine; lithium aluminium tetrahydride; ammonia; hydrogen; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; 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) → 2,6-Diisopropyl-3-(1-hydroxyethyl)-4-(4-fluoro-2-hydroxyphenyl)-5-propylpyridine (202917-17-7,334992-01-7,202917-18-8,503610-14-8)

Guidance literature:

Multi-step reaction with 10 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

10: H₂ / Pd/C / ethanol

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

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

upstream raw materials:

1-[4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-((E)-propenyl)-pyridin-3-yl]-ethanol

3-oxopentanedioic acid dimethyl ester

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

dimethyl 2,6-diisopropyl-4-methoxy-3,5-pyridine-dicarboxylate

Refernces

• 1、 -. "Substituted biphenyls". . . Retrieved 2008/06/13.