4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid

Base Information

• Chemical Name: 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid
• CAS No.: 127973-88-0
• Molecular Formula: C₂₄H₂₅NO₄S
• Molecular Weight: 423.533

Synonyms:4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid

Chemical Property of 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid

Chemical Property:

Purity/Quality:

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Technology Process of 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid

There total 7 articles about 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid 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: 96.0%

methyl 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzate (127973-87-9) → 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid (127973-88-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; for 4h;

DOI:10.1021/jm00171a043

Reference yield:

methyl 5-nitrobenzo[b]thiophene-2-carboxylate (20699-86-9) → 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid (127973-88-0)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. LiOH / tetrahydrofuran; methanol / 4 h

2: Cu⁰, quinoline / 170 - 180 °C

3: 30 percent / SnCl₄ / CH₂Cl₂ / 18 h / Heating

4: 54 percent / SnCl₂*2H₂O / ethanol / 2 h / Heating

5: 60 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 52 h

6: 96 percent / aq. LiOH / tetrahydrofuran; methanol / 4 h

With quinoline; dmap; lithium hydroxide; tin(IV) chloride; copper; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm00171a043

Reference yield:

5-nitrobenzo[b]thiophene (4965-26-8) → 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzoic acid (127973-88-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 30 percent / SnCl₄ / CH₂Cl₂ / 18 h / Heating

2: 54 percent / SnCl₂*2H₂O / ethanol / 2 h / Heating

3: 60 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 52 h

4: 96 percent / aq. LiOH / tetrahydrofuran; methanol / 4 h

With dmap; lithium hydroxide; tin(IV) chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm00171a043

upstream raw materials:

methyl 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzate

methyl 5-nitrobenzo[b]thiophene-2-carboxylate

5-nitrobenzo[b]thiophene

5-nitrobenzo[b]thiophene-2-carboxylic acid

Downstream raw materials:

N-{3-[4-(2-Chloro-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-benzo[b]thiophen-5-yl}-2-cyclopentyl-acetamide

2-Cyclopentyl-N-{3-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-benzo[b]thiophen-5-yl}-acetamide

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