N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester

Base Information

• Chemical Name: N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester
• CAS No.: 124400-57-3
• Molecular Formula: C₃₁H₂₆N₂O₆S
• Molecular Weight: 554.623

Synonyms:N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester

Chemical Property of N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester

There total 11 articles about N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-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: 88.0%

N5-Benzoyl-O-benzyl-N2-(phenylsulfonyl)-2,5-diamino-4-(1-(methoxycarbonyl)-2-oxopropyl)phenol (124400-55-1) → N5-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester (124400-57-3)

Guidance literature:

With sulfuric acid; In dichloromethane;

DOI:10.1021/jo00291a059

Reference yield:

N-(tert-Butyloxycarbonyl)-2-amino-5-nitrophenol (124400-31-3) → N5-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester (124400-57-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 85 percent / K₂CO₃, tetra-n-butylammonium iodide / acetone / 20 h / Heating

2: 69 percent / sodium dithionite / tetrahydrofuran; H₂O / 24 h / Heating

3: 90 percent / K₂CO₃ / tetrahydrofuran / 0.17 h / 25 °C

4: 88 percent / trifluoroacetic acid (0.25 M in CH₂Cl₂) / CH₂Cl₂ / 0.5 h / 25 °C

5: 79 percent / pyridine / tetrahydrofuran / 20 h / Heating

6: 93 percent / lead tetraacetate / CHCl₃ / 6 h / 25 °C

7: 98 percent / sodium methoxide / tetrahydrofuran / 1 h / -20 °C

8: 88 percent / H₂SO₄ (20percent in CH₂Cl₂) / CH₂Cl₂

With pyridine; lead(IV) acetate; sodium dithionite; sulfuric acid; sodium methylate; tetra-(n-butyl)ammonium iodide; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform; water; acetone;

DOI:10.1021/jo00291a059

Reference yield:

N2-(tert-Butyloxycarbonyl)-O-benzyl-2,5-diaminophenol (124400-33-5) → N5-(Phenylsulfonyl)-5-amino-1-benzoyl-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester (124400-57-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / K₂CO₃ / tetrahydrofuran / 0.17 h / 25 °C

2: 88 percent / trifluoroacetic acid (0.25 M in CH₂Cl₂) / CH₂Cl₂ / 0.5 h / 25 °C

3: 79 percent / pyridine / tetrahydrofuran / 20 h / Heating

4: 93 percent / lead tetraacetate / CHCl₃ / 6 h / 25 °C

5: 98 percent / sodium methoxide / tetrahydrofuran / 1 h / -20 °C

6: 88 percent / H₂SO₄ (20percent in CH₂Cl₂) / CH₂Cl₂

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

DOI:10.1021/jo00291a059

upstream raw materials:

N⁵-Benzoyl-O-benzyl-N²-(phenylsulfonyl)-2,5-diamino-4-(1-(methoxycarbonyl)-2-oxopropyl)phenol

N-(tert-Butyloxycarbonyl)-2-amino-5-nitrophenol

N²-(tert-Butyloxycarbonyl)-O-benzyl-2,5-diaminophenol

N⁵-Benzoyl-O-benzyl-2,5-diaminophenol

Downstream raw materials:

N⁵,1-Dibenzoyl-N⁵-(phenylsulfonyl)-5-amino-6-(benzyloxy)-2-methylindole-3-carboxylic Acid Methyl Ester

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