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

Base Information

• Chemical Name: 1-(2'-tetrahydropyranyl)-2-hydroxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole
• CAS No.: 222991-30-2
• Molecular Formula: C₁₇H₂₂N₂O₄
• Molecular Weight: 318.373

Synonyms:1-(2'-tetrahydropyranyl)-2-hydroxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

Chemical Property of 1-(2'-tetrahydropyranyl)-2-hydroxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

Chemical Property:

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Technology Process of 1-(2'-tetrahydropyranyl)-2-hydroxymethyl-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

There total 5 articles about 1-(2'-tetrahydropyranyl)-2-hydroxymethyl-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: 86.0%

1-(2'-tetrahydropyranyl)-2-carbomethoxy-4(5)-(3'',5''-dimethoxyphenyl)imidazole (222991-29-9) → 1-(2'-tetrahydropyranyl)-2-hydroxymethyl-4(5)-(3'',5''-dimethoxyphenyl)imidazole (222991-30-2)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; methanol; at 10 - 15 ℃; for 2h;

DOI:10.1021/jo981805g

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 1-(2'-tetrahydropyranyl)-2-hydroxymethyl-4(5)-(3'',5''-dimethoxyphenyl)imidazole (222991-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / p-TsOH*H₂O / tetrahydrofuran / 10 h / 60 °C

2: 86 percent / LiBH₄ / methanol; tetrahydrofuran / 2 h / 10 - 15 °C

With lithium borohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;

DOI:10.1021/jo981805g

Reference yield:

1-(3,5-dimethoxyphenyl)ethan-1-one (39151-19-4) → 1-(2'-tetrahydropyranyl)-2-hydroxymethyl-4(5)-(3'',5''-dimethoxyphenyl)imidazole (222991-30-2)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 63 percent / p-TsOH*H₂O / tetrahydrofuran / 10 h / 60 °C

4: 86 percent / LiBH₄ / methanol; tetrahydrofuran / 2 h / 10 - 15 °C

With lithium borohydride; ammonium acetate; hydrogen bromide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jo981805g

upstream raw materials:

1-(2'-tetrahydropyranyl)-2-carbomethoxy-4⁽⁵⁾-(3'',5''-dimethoxyphenyl)imidazole

3,4-dihydro-2H-pyran

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

3',5'-dimethoxyphenylglyoxal monohydrate

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