2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid

Base Information

• Chemical Name: 2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid
• CAS No.: 186551-29-1
• Molecular Formula: C₂₅H₂₃N₃O₆S
• Molecular Weight: 493.54

Synonyms:2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid

Chemical Property of 2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid

Chemical Property:

Purity/Quality:

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Technology Process of 2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid

There total 7 articles about 2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic 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:

2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid tert-butyl ester (186551-28-0) → 2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid (186551-29-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 3h;

DOI:10.1021/jm990040h

Reference yield:

7-hydroxynaphthalene-2-sulfonic acid sodium salt (135-55-7) → 2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid (186551-29-1)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH / ethanol / 16 h / 20 °C

2: 3.80 g / POCl₃; PCl₅ / 4 h / 120 °C

3: Et₃N / CH₂Cl₂ / 2 h

4: K₂CO₃ / acetone / 48 h

5: CF₃CO₂H / CH₂Cl₂ / 3 h

With sodium hydroxide; phosphorus pentachloride; potassium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate; In ethanol; dichloromethane; acetone; 1: Methylation / 2: Chlorination / 3: Condensation / 4: Alkylation / 5: acidolysis;

DOI:10.1021/jm990040h

Reference yield:

7-Methoxy-2-naphthalenesulfonyl chloride (56875-60-6) → 2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid (186551-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 2 h

2: K₂CO₃ / acetone / 48 h

3: CF₃CO₂H / CH₂Cl₂ / 3 h

With potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; acetone; 1: Condensation / 2: Alkylation / 3: acidolysis;

DOI:10.1021/jm990040h

upstream raw materials:

2-[<1-(3-cyanobenzyl)-2-oxopyrrolidin-3-(S)-yl>-7-methoxynaphthalen-2-ylsulfonylamino]-N-acetic acid tert-butyl ester

7-hydroxynaphthalene-2-sulfonic acid sodium salt

7-Methoxy-2-naphthalenesulfonyl chloride

[1-(3-cyanobenzyl)-2-oxopyrrolidin-3(S)-yl]carbamic acid tert-butyl ester

Downstream raw materials:

2-[[(S)-1-(3-Cyano-benzyl)-2-oxo-pyrrolidin-3-yl]-(7-methoxy-naphthalene-2-sulfonyl)-amino]-acetamide

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