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

Base Information

Chemical Name:4-(N-(4-tert-butylbenzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid
CAS No.:1241832-89-2
Molecular Formula:C₂₈H₃₂N₂O₆S
Molecular Weight:524.638
Hs Code.:

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

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

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

There total 9 articles about 4-(N-(4-tert-butylbenzyl)-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: 77.0%

: 1241833-31-7
benzyl 2-(benzyloxy)-4-(N-(4-tert-butylbenzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)benzoate

: 1241832-89-2
4-(N-(4-tert-butylbenzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid

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:

: 1241832-99-4
benzyl 4-amino-2-(benzyloxy)benzoate

: 1241832-89-2
4-(N-(4-tert-butylbenzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid

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:

: 98-59-9
p-toluenesulfonyl chloride

: 1241832-89-2
4-(N-(4-tert-butylbenzyl)-2-(N-methyl-N-(p-toluenesulfonyl))acetamido)-2-hydroxybenzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

3: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

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

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

With lithium hydroxide monohydrate; palladium 10% on activated carbon; water; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; dichlorotriphenylphosphorane; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/cmdc.201100194