Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

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Chemical Name:Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate
CAS No.:136034-06-5
Molecular Formula:C₂₂H₂₁FNO₅*Na
Molecular Weight:421.401
Hs Code.:

Synonyms:Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

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Chemical Property of Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

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Technology Process of Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

There total 18 articles about Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate 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:

: 136006-79-6
(4R,6S)-6-[2-(4-Fluoro-phenyl)-4-methyl-quinolin-3-yloxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

: 136034-06-5
Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

Guidance literature:: With sodium hydroxide; In ethanol; at 20 - 25 ℃; for 1h;
DOI:10.1021/jm00114a004

Reference yield:

: Cyclohexanecarboxylic acid 2,4-dichloro-phenyl ester

: 136034-06-5
Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

Guidance literature:: Multi-step reaction with 14 steps

1: AlCl₃ / 4 h / 150 °C

2: 47 percent / Et₂NSF₃ / toluene / 2 h / 25 °C

3: K₂CO₃, hydroquinone / dimethylsulfoxide / 1 h / 40 °C

4: glacial acetic acid / tetrahydrofuran / 72 h / Heating

5: CrO₃, pyridine, Celite / CH₂Cl₂ / 1 h / 20 - 25 °C

6: 75 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

7: 1N NaOH / ethanol / 1 h / 20 - 25 °C

8: 69 percent / LiAlH₄ / diethyl ether / 2 h / Heating

9: 69 percent / conc. HCl, H₂ / 10percent Pd/c / acetic acid / 24 h / 750.06 Torr

10: K₂CO₃, hydroquinone / dimethylsulfoxide / 2 h / 50 °C

11: CF₃COOH / tetrahydrofuran; H₂O / 4 h / 60 °C

12: tetra-n-butylammonium iodide, N-iodosuccinimide / CH₂Cl₂ / 20 h / Ambient temperature

13: 82 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

14: 1N NaOH / ethanol / 1 h / 20 - 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; sodium hydroxide; N-iodo-succinimide; lithium aluminium tetrahydride; aluminium trichloride; diethylamino-sulfur trifluoride; Celite; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; hydroquinone; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00114a004

Reference yield:

: 136007-08-4
2,4-dichloro-6-(cyclohexylcarbonyl)phenol

: 136034-06-5
Sodium; (3R,5S)-6-[2-(4-fluoro-phenyl)-4-methyl-quinolin-3-yloxy]-3,5-dihydroxy-hexanoate

Guidance literature:: Multi-step reaction with 13 steps

1: 47 percent / Et₂NSF₃ / toluene / 2 h / 25 °C

2: K₂CO₃, hydroquinone / dimethylsulfoxide / 1 h / 40 °C

3: glacial acetic acid / tetrahydrofuran / 72 h / Heating

4: CrO₃, pyridine, Celite / CH₂Cl₂ / 1 h / 20 - 25 °C

5: 75 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

6: 1N NaOH / ethanol / 1 h / 20 - 25 °C

7: 69 percent / LiAlH₄ / diethyl ether / 2 h / Heating

8: 69 percent / conc. HCl, H₂ / 10percent Pd/c / acetic acid / 24 h / 750.06 Torr

9: K₂CO₃, hydroquinone / dimethylsulfoxide / 2 h / 50 °C

10: CF₃COOH / tetrahydrofuran; H₂O / 4 h / 60 °C

11: tetra-n-butylammonium iodide, N-iodosuccinimide / CH₂Cl₂ / 20 h / Ambient temperature

12: 82 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

13: 1N NaOH / ethanol / 1 h / 20 - 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; sodium hydroxide; N-iodo-succinimide; lithium aluminium tetrahydride; diethylamino-sulfur trifluoride; Celite; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; hydroquinone; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00114a004