4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid

Base Information

• Chemical Name: 4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid
• CAS No.: 1241832-81-4
• Molecular Formula: C₂₄H₂₄N₂O₆S
• Molecular Weight: 468.53
• Mol file: 1241832-81-4.mol

Synonyms:4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid

Chemical Property of 4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid

There total 9 articles about 4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic 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: 65.0%

benzyl 2-(benzyloxy)-4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)benzoate (1241833-22-6) → 4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid (1241832-81-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 3h; Schlenk technique;

DOI:10.1080/14756366.2020.1871336

Reference yield:

benzyl 4-amino-2-(benzyloxy)benzoate (1241832-99-4) → 4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid (1241832-81-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / methanol / 3 h / 45 °C / Molecular sieve; Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: dichlorotriphenylphosphorane / chloroform / 12 h / 60 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 20 °C

With palladium 10% on activated carbon; hydrogen; acetic acid; dichlorotriphenylphosphorane; In tetrahydrofuran; methanol; chloroform;

DOI:10.1002/cmdc.201100194

Reference yield:

4-Aminosalicylic acid (65-49-6) → 4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid (1241832-81-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 21 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / methanol / 3 h / 45 °C / Molecular sieve; Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: dichlorotriphenylphosphorane / chloroform / 12 h / 60 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 20 °C

With palladium 10% on activated carbon; potassium tert-butylate; hydrogen; acetic acid; dichlorotriphenylphosphorane; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201100194

upstream raw materials:

benzyl 4-amino-2-(benzyloxy)benzoate

benzyl 4-(benzylamino)-2-(benzyloxy)benzoate

2-(N-methyl-N-(p-toluenesulfonamido))acetic acid

benzyl 2-(benzyloxy)-4-(N-(benzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)benzoate