1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

Base Information

• Chemical Name: 1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole
• CAS No.: 188199-85-1
• Molecular Formula: C₁₈H₂₀Cl₃N₃O₄
• Molecular Weight: 448.733

Synonyms:1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

Chemical Property of 1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

Chemical Property:

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Technology Process of 1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

There total 5 articles about 1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole 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: 87.0%

trichloroacetonitrile (545-06-2) + 1-(2'-tetrahydrofuranyl)-2-hydroxymethyl-4(5)-(3'',5''-dimethoxyphenyl)imidazole (188199-84-0) → 1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4(5)-(3'',5''-dimethoxyphenyl)imidazole (188199-85-1)

Guidance literature:

With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethyl acetate;

DOI:10.1021/jo981805g

Reference yield:

1-(3,5-dimethoxyphenyl)ethan-1-one (39151-19-4) → 1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4(5)-(3'',5''-dimethoxyphenyl)imidazole (188199-85-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / aq. HBr / dimethylsulfoxide / 8 h / 60 - 68 °C

2: 63 percent / NH₄OAc / acetonitrile / 2 h / 0 °C

3: 82 percent / p-TsOH*H₂O / tetrahydrofuran / 2 h / 50 °C

4: LiBH₄ / methanol; tetrahydrofuran / 2 h / 10 - 15 °C

5: 87 percent / K₂CO₃, DBU / ethyl acetate

With lithium borohydride; ammonium acetate; hydrogen bromide; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dimethyl sulfoxide; ethyl acetate; acetonitrile;

DOI:10.1021/jo981805g

Reference yield:

3',5'-dimethoxyphenylglyoxal monohydrate (188199-78-2) → 1-(2'-tetrahydrofuranyl)-2-trichloroacetimidoxymethyl-4(5)-(3'',5''-dimethoxyphenyl)imidazole (188199-85-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / NH₄OAc / acetonitrile / 2 h / 0 °C

2: 82 percent / p-TsOH*H₂O / tetrahydrofuran / 2 h / 50 °C

3: LiBH₄ / methanol; tetrahydrofuran / 2 h / 10 - 15 °C

4: 87 percent / K₂CO₃, DBU / ethyl acetate

With lithium borohydride; ammonium acetate; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; ethyl acetate; acetonitrile;

DOI:10.1021/jo981805g

upstream raw materials:

trichloroacetonitrile

1-(2'-tetrahydrofuranyl)-2-hydroxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

1-(3,5-dimethoxyphenyl)ethan-1-one

3',5'-dimethoxyphenylglyoxal monohydrate

Downstream raw materials:

L-733,725

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