1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone

Base Information

• Chemical Name: 1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone
• CAS No.: 325685-67-4
• Molecular Formula: C₅₄H₅₇N₅O₂S₃Si
• Molecular Weight: 932.362

Synonyms:1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone

Chemical Property of 1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone

Chemical Property:

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Technology Process of 1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone

There total 10 articles about 1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone 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: 61.0%

1-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]ethanone (325685-66-3) + 4,6-Bis-(3,3-bispropylsulfanylacryloyl)-2-phenylpyrimidine (325685-65-2) → 1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone (325685-67-4)

Guidance literature:

1-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]ethanone; With potassium tert-butylate; In tetrahydrofuran; for 0.166667h;

4,6-Bis-(3,3-bispropylsulfanylacryloyl)-2-phenylpyrimidine; In tetrahydrofuran; at 0 - 20 ℃; for 18.0833h;

With ammonium acetate; In tetrahydrofuran; acetic acid; at 80 ℃; for 1.66667h; Further stages.;

DOI:10.1002/1521-3765(20001117)6:22<4124::AID-CHEM4124>3.0.CO;2-M

Reference yield:

fenclorim (3740-92-9) → 1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone (325685-67-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Pd(PPh₃)2Cl₂ / dimethylformamide / 20 h / 80 °C

1.2: aq. KF / diethyl ether; dimethylformamide / 1 h / 20 °C

2.1: 4.67 g / aq. HCl / acetone / 20 °C

3.1: NaH / dimethylsulfoxide / 0.5 h / 20 °C

3.2: 86 percent / dimethylsulfoxide / 15 h / 20 °C

4.1: KOBu-t / tetrahydrofuran / 0.17 h

4.2: tetrahydrofuran / 18.08 h / 0 - 20 °C

4.3: 61 percent / ammonium acetate / acetic acid; tetrahydrofuran / 1.67 h / 80 °C

With hydrogenchloride; potassium tert-butylate; sodium hydride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1.1: Stille coupling;

DOI:10.1002/1521-3765(20001117)6:22<4124::AID-CHEM4124>3.0.CO;2-M

Reference yield:

4-(methoxymethyl)-2-phenylpyrimidine (127958-19-4) → 1-{6-{6-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}-2-phenylpyrimidin-4-yl}-3,3-bispropylsulfanynpropenone (325685-67-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 29.0 g / POCl₃ / 3 h / Heating

2.1: BBr₃ / CH₂Cl₂ / 3 h / -12 - 0 °C

2.2: 99 percent / H₂O / diethyl ether; CH₂Cl₂ / 2 h / 20 °C

3.1: 100 percent / imidazole; DMAP / CH₂Cl₂ / 24 h / 20 °C

4.1: Pd(PPh₃)2Cl₂ / dimethylformamide / 18 h / 80 °C

4.2: aq. KF / diethyl ether; dimethylformamide / 0.75 h / 20 °C

5.1: 14.94 g / aq. HCl / acetone / 20 °C

6.1: KOBu-t / tetrahydrofuran / 0.17 h

6.2: tetrahydrofuran / 18.08 h / 0 - 20 °C

6.3: 61 percent / ammonium acetate / acetic acid; tetrahydrofuran / 1.67 h / 80 °C

With 1H-imidazole; hydrogenchloride; dmap; potassium tert-butylate; boron tribromide; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; 4.1: Stille coupling;

DOI:10.1002/1521-3765(20001117)6:22<4124::AID-CHEM4124>3.0.CO;2-M

upstream raw materials:

1-[6-(tert-Butyldiphenylsilanoxymethyl)-2-phenylpyrimidin-4-yl]ethanone

4,6-Bis-(3,3-bispropylsulfanylacryloyl)-2-phenylpyrimidine

fenclorim

4-(methoxymethyl)-2-phenylpyrimidine

Downstream raw materials:

2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde

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