Benzoic acid, 5-amino-2-hydroxy-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Benzoic acid, 5-amino-2-hydroxy-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 155388-93-5
• Molecular Formula: C11H15 N O3
• Molecular Weight: 209.245
• Mol file: 155388-93-5.mol

Synonyms:Benzoic acid, 5-amino-2-hydroxy-, 1,1-dimethylethyl ester (9CI)

Chemical Property of Benzoic acid, 5-amino-2-hydroxy-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• PSA: 72.55000
• LogP: 2.51090

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl5-amino-2-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 5-amino-2-hydroxy-, 1,1-dimethylethyl ester (9CI)

There total 3 articles about Benzoic acid, 5-amino-2-hydroxy-, 1,1-dimethylethyl ester (9CI) 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: 100.0%

2-hydroxy-5-nitrobenzoic acid tert-butyl ester (155388-63-9) → 5-aminosalicylic acid tert-butyl ester (155388-93-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 4h; under 760 Torr;

DOI:10.1021/jm00032a020

Reference yield: 95.0%

→ 5-aminosalicylic acid tert-butyl ester (155388-93-5)

Guidance literature:

With thionyl chloride; for 5h; Reflux;

Reference yield:

5-nitrosalicylic acid (96-97-9) → 5-aminosalicylic acid tert-butyl ester (155388-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / DCC, DMAP / diethyl ether; tetrahydrofuran / 48 h

2: 100 percent / H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1021/jm00032a020

upstream raw materials:

2-hydroxy-5-nitrobenzoic acid tert-butyl ester

5-nitrosalicylic acid

Downstream raw materials:

C₂₁H₂₄N₂O₅

5-[2-(2-carboxyethyl)phenylazo]-2-hydroxybenzoic acid tert-butyl ester

5-[2-(2-carboxymethyl)phenylazo]-2-hydroxybenzoic acid tert-butyl ester