methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate

Base Information

• Chemical Name: methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate
• CAS No.: 119971-61-8
• Molecular Formula: C₂₀H₂₀N₂O₂S
• Molecular Weight: 352.457

Synonyms:methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate

Chemical Property of methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate

Chemical Property:

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Technology Process of methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate

There total 7 articles about methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate 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: 52.0%

methyl 2-(1-imidazolylphenylmethyl)-6,7-dihydrobenzothiophene-5-carboxylate (112101-40-3) → methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate (119971-61-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal;

DOI:10.1021/jm00126a020

Reference yield:

4-keto-4,5,6,7-tetrahydrothianaphthene (13414-95-4) → methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate (119971-61-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) NaH / 1.) DMF, r.t., 10 min, 2.) r.t., 90 min

2: NaBH₄ / methanol; tetrahydrofuran / 0.5 h / -15 °C

3: p-TsOH*H₂O / toluene / 0.5 h / Heating

4: 1.) AlCl₃ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, -10 deg C

5: 95 percent / NaBH₄ / tetrahydrofuran

6: 1.) 4-DMAP, SOCl₂ / 1.) CH₂Cl₂, r.t., 2.) CH₂Cl₂, r.t.

7: 52 percent / H₂, 1N HCl / 10percent Pd/C

With hydrogenchloride; dmap; sodium tetrahydroborate; aluminium trichloride; thionyl chloride; hydrogen; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm00126a020

Reference yield:

methyl 6,7-dihydrobenzothiophene-5-carboxylate (112101-59-4) → methyl 2-(1-imidazolylphenylmethyl)-4,5,6,7-tetrahydrobenzothiophene-5-carboxylate (119971-61-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) AlCl₃ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, -10 deg C

2: 95 percent / NaBH₄ / tetrahydrofuran

3: 1.) 4-DMAP, SOCl₂ / 1.) CH₂Cl₂, r.t., 2.) CH₂Cl₂, r.t.

4: 52 percent / H₂, 1N HCl / 10percent Pd/C

With hydrogenchloride; dmap; sodium tetrahydroborate; aluminium trichloride; thionyl chloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jm00126a020

upstream raw materials:

methyl 2-(1-imidazolylphenylmethyl)-6,7-dihydrobenzothiophene-5-carboxylate

4-keto-4,5,6,7-tetrahydrothianaphthene

methyl 6,7-dihydrobenzothiophene-5-carboxylate

methyl 4-oxo-4,5,6,7-tetrahydro-1-benzothiophene-5-carboxylate

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