(E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol

Base Information

• Chemical Name: (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol
• CAS No.: 130954-91-5
• Molecular Formula: C₂₁H₂₀FNO
• Molecular Weight: 321.394
• Mol file: 130954-91-5.mol

Synonyms:(E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol

Chemical Property of (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol

There total 5 articles about (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol 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: 91.0%

methyl (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenoate (130954-90-4) → (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol (130954-91-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/jm00105a057

Reference yield:

Methyl 4-methyl-3-oxopentanoate (42558-54-3) → (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol (130954-91-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 28 percent / p-TSA / toluene / 5 h / Heating

2: 94 percent / DIBAL-H / CH₂Cl₂ / 3 h / -78 °C

3: 100 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

4: 74 percent / CH₂Cl₂ / 72 h / Ambient temperature

5: 91 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

With oxalyl dichloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In dichloromethane; toluene;

DOI:10.1021/jm00105a057

Reference yield:

2-amino-4'-fluorobenzophenone (3800-06-4) → (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol (130954-91-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 28 percent / p-TSA / toluene / 5 h / Heating

2: 94 percent / DIBAL-H / CH₂Cl₂ / 3 h / -78 °C

3: 100 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

4: 74 percent / CH₂Cl₂ / 72 h / Ambient temperature

5: 91 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

With oxalyl dichloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In dichloromethane; toluene;

DOI:10.1021/jm00105a057

upstream raw materials:

methyl (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenoate

Methyl 4-methyl-3-oxopentanoate

2-amino-4'-fluorobenzophenone

methyl 4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinecarboxylate

Downstream raw materials:

<4α,6β(E)>-6-<2-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>ethenyl>tetrahydro-4-hydroxy-2H-pyran-2-one

(4S,6S)-6-{(E)-2-[4-(4-Fluoro-phenyl)-2-isopropyl-quinolin-3-yl]-vinyl}-4-hydroxy-tetrahydro-pyran-2-one

ethyl (E)-7-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-5-hydroxy-3-oxo-6-heptenoate

(E)-7-[4-(4-Fluoro-phenyl)-2-isopropyl-quinolin-3-yl]-3,5-dihydroxy-hept-6-enoic acid ethyl ester