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

Base Information

• Chemical Name: N⁵-Benzoyl-O-benzyl-N²-(phenylsulfonyl)-2,5-diamino-4-(1-(methoxycarbonyl)-2-oxopropyl)phenol
• CAS No.: 124400-55-1
• Molecular Formula: C₃₁H₂₈N₂O₇S
• Molecular Weight: 572.639

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

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

Chemical Property:

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

There total 10 articles about N⁵-Benzoyl-O-benzyl-N²-(phenylsulfonyl)-2,5-diamino-4-(1-(methoxycarbonyl)-2-oxopropyl)phenol 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: 98.0%

N4-Benzoyl-N1-(phenylsulfonyl)-2-(benzyloxy)-p-benzoquinone Diimine (124400-37-9) + acetoacetic acid methyl ester (105-45-3) → N5-Benzoyl-O-benzyl-N2-(phenylsulfonyl)-2,5-diamino-4-(1-(methoxycarbonyl)-2-oxopropyl)phenol (124400-55-1)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at -20 ℃; for 1h;

DOI:10.1021/jo00291a059

Reference yield:

N-(tert-Butyloxycarbonyl)-2-amino-5-nitrophenol (124400-31-3) → N5-Benzoyl-O-benzyl-N2-(phenylsulfonyl)-2,5-diamino-4-(1-(methoxycarbonyl)-2-oxopropyl)phenol (124400-55-1)

Guidance literature:

Multi-step reaction with 7 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

With pyridine; lead(IV) acetate; sodium dithionite; 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-Benzoyl-O-benzyl-N2-(phenylsulfonyl)-2,5-diamino-4-(1-(methoxycarbonyl)-2-oxopropyl)phenol (124400-55-1)

Guidance literature:

Multi-step reaction with 5 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

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

DOI:10.1021/jo00291a059

upstream raw materials:

N⁴-Benzoyl-N¹-(phenylsulfonyl)-2-(benzyloxy)-p-benzoquinone Diimine

acetoacetic acid methyl ester

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

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

Downstream raw materials:

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

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

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