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

Base Information

• Chemical Name: methyl 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzate
• CAS No.: 127973-87-9
• Molecular Formula: C₂₅H₂₇NO₄S
• Molecular Weight: 437.56

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

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

Chemical Property:

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

There total 6 articles about methyl 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzate 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: 60.0%

2-cyclopentylacetic acid (1123-00-8) + methyl 4-<(5-aminobenzothien-3-yl)methyl>-3-methoxybenzoate (107754-49-4) → methyl 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzate (127973-87-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 52h;

DOI:10.1021/jm00171a043

Reference yield:

methyl 5-nitrobenzo[b]thiophene-2-carboxylate (20699-86-9) → methyl 4-<<5-(2-cyclopentylacetamido)benzothien-3-yl>methyl>-3-methoxybenzate (127973-87-9)

Guidance literature:

Multi-step reaction with 5 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

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

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jm00171a043

upstream raw materials:

2-cyclopentylacetic acid

methyl 4-<(5-aminobenzothien-3-yl)methyl>-3-methoxybenzoate

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

5-nitrobenzo[b]thiophene

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

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

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