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

Base Information

Chemical Name:(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid
CAS No.:222306-19-6
Molecular Formula:C₂₃H₂₀FNO₃
Molecular Weight:377.415
Hs Code.:

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

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

Chemical Property:

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

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

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

: 222306-19-6
(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid

Guidance literature:: With hydrogenchloride; water; In dichloromethane; at 0 - 30 ℃; pH=2 - 2.5;

Reference yield:

: 1403338-20-4
(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate

: 222306-19-6
(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: pH 1.5 - 2

1.3: 20 °C

2.1: hydrogenchloride; water / dichloromethane / 0 - 30 °C / pH 2 - 2.5

With hydrogenchloride; water; sodium hydroxide; In tetrahydrofuran; dichloromethane;

Reference yield:

: 121660-37-5
2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline

: 222306-19-6
(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: hydrogenchloride; water / dichloromethane / 0 - 30 °C / pH 2 - 2.5

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