4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester
• CAS No.: 1163790-69-9
• Molecular Formula: C₃₃H₄₄N₆O₁₀
• Molecular Weight: 684.747
• Mol file: 1163790-69-9.mol

Synonyms:4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester

Chemical Property of 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester

There total 6 articles about 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl 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:

4-[(S)-2-({5-[2-((S)-2-benzyloxycarbonyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)-4-tert-butoxycarbonylbutyryl]piperazine-1-carboxylic acid ethyl ester (1163790-68-8) → 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester (1163790-69-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 24h; under 2250.23 Torr;

Reference yield:

5-hydroxy-1-phenyl-1H-pyrazole-3-carboxylic acid → 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester (1163790-69-9)

Guidance literature:

Multi-step reaction with 6 steps

1: benzotriazol-1-ol; 1,2-dichloro-ethane / N,N-dimethyl-formamide / 12 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 4 h

3: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

4: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 2250.23 Torr / Inert atmosphere

5: benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

6: palladium 10% on activated carbon; hydrogen / ethyl acetate / 24 h / 2250.23 Torr / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; caesium carbonate; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm300771j

Reference yield:

4-{(S)-4-tert-butoxycarbonyl-2-[(5-hydroxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester (1163790-65-5) → 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester (1163790-69-9)

Guidance literature:

Multi-step reaction with 5 steps

1: trifluoroacetic acid / dichloromethane / 4 h

2: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 2250.23 Torr / Inert atmosphere

4: benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

5: palladium 10% on activated carbon; hydrogen / ethyl acetate / 24 h / 2250.23 Torr / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; caesium carbonate; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm300771j

upstream raw materials:

4-[(S)-2-({5-[2-((S)-2-benzyloxycarbonyl-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)-4-tert-butoxycarbonylbutyryl]piperazine-1-carboxylic acid ethyl ester

C₂₂H₂₇N₅O₇

4-{(S)-4-tert-butoxycarbonyl-2-[(5-hydroxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester

4-{(S)-2-[(5-benzyloxycarbonylmethoxy-1-phenyl-1H-pyrazole-3-carbonyl)amino]-4-tert-butoxycarbonylbutyryl}piperazine-1-carboxylic acid ethyl ester

Downstream raw materials:

4-{(S)-4-carboxy-2-[(5-{2-[(S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl]-2-oxo-ethoxy}-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester

4-{(S)-4-carboxy-2-[(5-{2-oxo-2-[(S)-2-(piperidine-1-carbonyl)-pyrrolidin-1-yl]-ethoxy}-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester

4-{(S)-4-carboxy-2-[(5-{2-oxo-2-[(S)-2-(pyrrolidine-1-carbonyl)-pyrrolidin-1-yl]-ethoxy}-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester

4-[(S)-4-carboxy-2-({5-[2-(3-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}-amino)-butyryl]-piperazine-1-carboxylic acid ethyl ester