4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester
• CAS No.: 911301-84-3
• Molecular Formula: C₃₃H₃₅N₃O₅S
• Molecular Weight: 585.724

Synonyms:4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester

Chemical Property of 4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of 4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester

There total 3 articles about 4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl 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:

2-(naphthalen-2-ylcarbamoyl)-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester + 4-tert-butylbenzenesulfonyl chloride (15084-51-2) → 4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester (911301-84-3)

Guidance literature:

2-(naphthalen-2-ylcarbamoyl)-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; With trifluoroacetic acid; In dichloromethane; for 1h;

4-tert-butylbenzenesulfonyl chloride; With TEA; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol060984i

Reference yield:

naphthalen-2-ylamine (91-59-8) → 4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester (911301-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DIEA; HOBt; EDCI / CH₂Cl₂ / 12 h / 20 °C

2.1: TFA / CH₂Cl₂ / 1 h

2.2: TEA / CH₂Cl₂ / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ol060984i

Reference yield:

[2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid (150407-69-5) → 4-(4-tert-butyl-benzenesulfonyl)-2-(naphthalen-2-ylcarbamoyl)-piperazine-1-carboxylic acid benzyl ester (911301-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DIEA; HOBt; EDCI / CH₂Cl₂ / 12 h / 20 °C

2.1: TFA / CH₂Cl₂ / 1 h

2.2: TEA / CH₂Cl₂ / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ol060984i

upstream raw materials:

4-tert-butylbenzenesulfonyl chloride

naphthalen-2-ylamine

[2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid

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