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

Base Information

• Chemical Name: (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenal
• CAS No.: 121659-68-5
• Molecular Formula: C₂₁H₁₈FNO
• Molecular Weight: 319.378
• Mol file: 121659-68-5.mol

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

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

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-propenal

There total 9 articles about (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenal 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: 94.0%

(E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol (130954-91-5) → (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenal (121659-68-5)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1021/jm00105a057

Reference yield:

4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinecarboxaldehyde (121659-66-3) → (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenal (121659-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH; trioctylmethylammonium chloride / toluene / 20 °C

2: diisobutylaluminum hydride / toluene / -15 °C

With sodium hydroxide; Aliquat 336; diisobutylaluminium hydride; In toluene; 1: Emmons-Horner coupling;

DOI:10.1016/S0968-0896(01)00198-5

Reference yield:

4-(4'-fluorophenyl)-3-hydroxymethyl-2-(1'-methylethyl)-quinoline (121659-65-2) → (E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenal (121659-68-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 20 °C

2: aq. NaOH; trioctylmethylammonium chloride / toluene / 20 °C

3: diisobutylaluminum hydride / toluene / -15 °C

With sodium hydroxide; sodium acetate; Aliquat 336; diisobutylaluminium hydride; pyridinium chlorochromate; In dichloromethane; toluene; 2: Emmons-Horner coupling;

DOI:10.1016/S0968-0896(01)00198-5

upstream raw materials:

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

4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinecarboxaldehyde

4-(4'-fluorophenyl)-3-hydroxymethyl-2-(1'-methylethyl)-quinoline

Methyl 4-methyl-3-oxopentanoate

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

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

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