(4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one

Base Information

Chemical Name:(4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one
CAS No.:110705-82-3
Molecular Formula:C₂₇H₂₄Cl₂F₂O₅
Molecular Weight:537.387
Hs Code.:

Synonyms:(4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one

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Chemical Property of (4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one

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Technology Process of (4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one

There total 18 articles about (4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one 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: 86.0%

: 110705-78-7
(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{2,4-dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-tetrahydro-pyran-2-one

: 110705-82-3
(4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/jm00114a004

Reference yield:

: 371-41-5
4-Fluorophenol

: 110705-82-3
(4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / dimethylsulfoxide / 4 h / 50 °C

2: 99 percent / H₂, conc. HCl / 10percent Pd/C / acetic acid / 0.33 h / 25 °C / 750.06 Torr

3: K₂CO₃, hydroquinone / dimethylsulfoxide / 3 h / 70 °C

4: glacial acetic acid / tetrahydrofuran / 26 h / Heating

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

6: 86 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; Celite; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; acetic acid; hydroquinone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/jm00114a004

Reference yield:

: 6992-87-6
1-(4-fluorophenyl)-3-bromoprop-1-ene

: 110705-82-3
(4R,6S)-6-{2,4-Dichloro-6-[3-(4-fluoro-phenoxy)-1-(4-fluoro-phenyl)-propyl]-phenoxymethyl}-4-hydroxy-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 12 steps

1: 79 percent / K₂CO₃ / acetone / 4 h / Heating

2: 84 percent / N,N-dimethylaniline / bis-(2-methoxy-ethyl) ether / 10 h / 160 °C

3: K₂CO₃ / dimethylformamide / 8 h / 70 - 75 °C

4: 1.) 9-BBN, 2.) 2N aq. NaOH, H₂O₂ / 1.) THF, a) 20 deg C, 30 min, b) reflux, 90 min, 2.) THF, reflux, 1 h

5: 91 percent / pyridine / CH₂Cl₂ / 6 h / 20 °C

6: 70 percent / NaI / acetone / 4 h / Heating

7: 76 percent / dimethylsulfoxide / 4 h / 50 °C

8: 99 percent / H₂, conc. HCl / 10percent Pd/C / acetic acid / 0.33 h / 25 °C / 750.06 Torr

9: K₂CO₃, hydroquinone / dimethylsulfoxide / 3 h / 70 °C

10: glacial acetic acid / tetrahydrofuran / 26 h / Heating

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

12: 86 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; Celite; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; potassium carbonate; acetic acid; N,N-dimethyl-aniline; hydroquinone; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00114a004