(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt

Base Information

• Chemical Name: (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt
• CAS No.: 1403338-21-5
• Molecular Formula: C₈H₁₁N*C₂₃H₂₀FNO₃
• Molecular Weight: 498.597
• Mol file: 1403338-21-5.mol

Synonyms:(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt

Chemical Property of (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt

There total 3 articles about (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt 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:

(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate (1403338-20-4) + (R)-1-phenyl-ethyl-amine (3886-69-9) → (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt (1403338-21-5)

Guidance literature:

(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate; With water; sodium hydroxide; In tetrahydrofuran; at 20 - 30 ℃; for 24h;

With hydrogenchloride; In water; pH=1.5 - 2;

(R)-1-phenyl-ethyl-amine; In acetonitrile; at 20 ℃;

Reference yield:

2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline (121660-37-5) → (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt (1403338-21-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: isopropyl alcohol / 25 - 82 °C

2.1: diisobutylaluminium hydride / toluene / 2 h / -60 - -50 °C / Inert atmosphere

2.2: 0.5 h / -50 - 30 °C

3.1: manganese(IV) oxide / toluene / 24 h / 25 - 30 °C

4.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -35 - -15 °C

4.2: 1 h / -80 - -75 °C

5.1: sodium hydroxide; water / tetrahydrofuran / 24 h / 20 - 30 °C

5.2: pH 1.5 - 2

5.3: 20 °C

With manganese(IV) oxide; water; diisobutylaluminium hydride; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; isopropyl alcohol; toluene;

Reference yield:

(E)-3-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-propenal (148901-68-2,121660-63-7) → (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt (1403338-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -35 - -15 °C

1.2: 1 h / -80 - -75 °C

2.1: sodium hydroxide; water / tetrahydrofuran / 24 h / 20 - 30 °C

2.2: pH 1.5 - 2

2.3: 20 °C

With water; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;

upstream raw materials:

(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate

(R)-1-phenyl-ethyl-amine

2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline

(E)-3-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-propenal

Downstream raw materials:

ethyl (3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3,5-dihydroxy-6-heptenoate, trifluoroacetate salt

ethyl (5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-5-(tert-butyldimethylsilyloxy)-3-oxo-6-heptenoate

C₂₉H₃₄FNO₃Si

(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid