4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol

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Chemical Name:4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol
CAS No.:869588-43-2
Molecular Formula:C₃₁H₃₈F₂N₂O₃Si
Molecular Weight:552.737
Hs Code.:

4-[4-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2<i>H</i>-pyrazol-3-ylmethoxy]-phenol

Synonyms:4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol

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Chemical Property of 4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol

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Technology Process of 4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol

There total 11 articles about 4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol 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%

: 869588-42-1
toluene-4-sulfonic acid 4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethyl ester

: 123-31-9,8027-02-9
hydroquinone

: 869588-43-2
4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 12h;
DOI:10.1039/b510100j

Reference yield:

: 869588-29-4
4-benzyloxy-1-(4-fluorophenyl)but-2-yn-1-ol

: 869588-43-2
4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol

Guidance literature:: Multi-step reaction with 10 steps

1.1: imidazole / dimethylformamide / 3.5 h

2.1: Na₂CO₃; H₂ / Pd/C / ethanol / 19 h

3.1: 3.643 g / H₂ / Pd/C / ethanol / 2.25 h

4.1: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

5.1: 71 percent / DBU; LiCl / acetonitrile / 2.5 h / 20 °C

6.1: toluene; hexane / 64 h / 20 °C

6.2: 84 percent / TFA / CH₂Cl₂ / 0.33 h

7.1: Mg; I₂ / diethyl ether / 1.33 h

7.2: BiCl₃ / diethyl ether / 4 h / Heating

7.3: 320.8 mg / Cu(OAc)2; Et₃N / CH₂Cl₂ / 12.5 h / 20 °C

8.1: 76 percent / LiAlH₄ / tetrahydrofuran / 4.5 h / -78 °C

9.1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 12.5 h / 20 °C

10.1: 86 percent / Cs₂CO₃ / dimethylformamide / 12 h / 80 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; hydrogen; iodine; sodium carbonate; caesium carbonate; Dess-Martin periodane; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Dess-Martin oxidation / 5.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1039/b510100j

Reference yield:

: [4-benzyloxy-1-(4-fluoro-phenyl)-but-2-ynyloxy]-tert-butyl-dimethyl-silane

: 869588-43-2
4-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-ylmethoxy]-phenol

Guidance literature:: Multi-step reaction with 9 steps

1.1: Na₂CO₃; H₂ / Pd/C / ethanol / 19 h

2.1: 3.643 g / H₂ / Pd/C / ethanol / 2.25 h

3.1: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4.1: 71 percent / DBU; LiCl / acetonitrile / 2.5 h / 20 °C

5.1: toluene; hexane / 64 h / 20 °C

5.2: 84 percent / TFA / CH₂Cl₂ / 0.33 h

6.1: Mg; I₂ / diethyl ether / 1.33 h

6.2: BiCl₃ / diethyl ether / 4 h / Heating

6.3: 320.8 mg / Cu(OAc)2; Et₃N / CH₂Cl₂ / 12.5 h / 20 °C

7.1: 76 percent / LiAlH₄ / tetrahydrofuran / 4.5 h / -78 °C

8.1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 12.5 h / 20 °C

9.1: 86 percent / Cs₂CO₃ / dimethylformamide / 12 h / 80 °C

With dmap; lithium aluminium tetrahydride; hydrogen; iodine; sodium carbonate; caesium carbonate; Dess-Martin periodane; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: Dess-Martin oxidation / 4.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1039/b510100j