N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester

Base Information

• Chemical Name: N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester
• CAS No.: 124400-49-3
• Molecular Formula: C₂₄H₂₀N₂O₅S
• Molecular Weight: 448.499

Synonyms:N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester

Chemical Property of N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester

Chemical Property:

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Technology Process of N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester

There total 5 articles about N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester 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: 69.0%

N4-Benzoyl-N1-(phenylsulfonyl)-1,4-diamino-3-(1-(methoxycarbonyl)-2-oxopropyl)benzene (124400-43-7) → N5-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester (124400-49-3)

Guidance literature:

With sulfuric acid; In dichloromethane; at 25 ℃; for 12h;

DOI:10.1021/jo00291a059

Reference yield:

p-nitrobenzanilide (3393-96-2) → N5-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester (124400-49-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 2 h / 25 °C / 2585.7 Torr

2: 84 percent / pyridine / tetrahydrofuran / 8 h / Heating

3: 79 percent / lead tetraacetate / CHCl₃ / 12 h / 25 °C

4: 80 percent / sodium methoxide / tetrahydrofuran / 12 h / -35 °C

5: 69 percent / H₂SO₄ (20percent in CH₂Cl₂) / CH₂Cl₂ / 12 h / 25 °C

With pyridine; lead(IV) acetate; sulfuric acid; hydrogen; sodium methylate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate;

DOI:10.1021/jo00291a059

Reference yield:

N-(4-aminophenyl)benzamide (17625-83-1) → N5-(Phenylsulfonyl)-5-amino-1-benzoyl-2-methylindole-3-carboxylic Acid Methyl Ester (124400-49-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / pyridine / tetrahydrofuran / 8 h / Heating

2: 79 percent / lead tetraacetate / CHCl₃ / 12 h / 25 °C

3: 80 percent / sodium methoxide / tetrahydrofuran / 12 h / -35 °C

4: 69 percent / H₂SO₄ (20percent in CH₂Cl₂) / CH₂Cl₂ / 12 h / 25 °C

With pyridine; lead(IV) acetate; sulfuric acid; sodium methylate; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1021/jo00291a059

upstream raw materials:

N⁴-Benzoyl-N¹-(phenylsulfonyl)-1,4-diamino-3-(1-(methoxycarbonyl)-2-oxopropyl)benzene

N-(4-aminophenyl)benzamide

p-nitrobenzanilide

N⁴-Benzoyl-N¹-(phenylsulfonyl)-p-benzoquinone Diimine

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