N-benzoyl-L-prolyl-L-phenylalanyl-N^ω-nitro-L-arginine methyl ester

Base Information

• Chemical Name: N-benzoyl-L-prolyl-L-phenylalanyl-N^ω-nitro-L-arginine methyl ester
• CAS No.: 88105-63-9
• Molecular Formula: C₂₈H₃₅N₇O₇
• Molecular Weight: 581.629
• Mol file: 88105-63-9.mol

Synonyms:N-benzoyl-L-prolyl-L-phenylalanyl-N^ω-nitro-L-arginine methyl ester

Chemical Property of N-benzoyl-L-prolyl-L-phenylalanyl-N^ω-nitro-L-arginine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzoyl-L-prolyl-L-phenylalanyl-N^ω-nitro-L-arginine methyl ester

There total 7 articles about N-benzoyl-L-prolyl-L-phenylalanyl-N^ω-nitro-L-arginine methyl 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: 77.0%

nitro-L-arginine methyl ester hydrochloride (51298-62-5) + N-benzoyl-L-prolyl-L-phenylalanine (59191-06-9) → N-benzoyl-L-prolyl-L-phenylalanyl-Nω-nitro-L-arginine methyl ester (88105-63-9)

Guidance literature:

With N-Ethylmaleimide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 25 ℃; for 72h; pH 7.0-7.5;

DOI:10.1021/jm00369a017

Reference yield:

N-(benzoyl)-L-proline (5874-58-8) → N-benzoyl-L-prolyl-L-phenylalanyl-Nω-nitro-L-arginine methyl ester (88105-63-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / HOBt, NEM, DCC / tetrahydrofuran / 3 h / 0 - 25 °C / pH 7.0-7.5

2: H₂ / 10percent Pd/C / ethanol / 3102.9 Torr

3: 77 percent / HOBt, NEM, DCC / tetrahydrofuran / 72 h / 25 °C / pH 7.0-7.5

With N-Ethylmaleimide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00369a017

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → N-benzoyl-L-prolyl-L-phenylalanyl-Nω-nitro-L-arginine methyl ester (88105-63-9)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / CH₂Cl₂ / 3 h / 25 °C

2: H₂ / 10percent Pd/C / ethanol / 3102.9 Torr

3: 86 percent / HOBt, NEM, DCC / tetrahydrofuran / 3 h / 0 - 25 °C / pH 7.0-7.5

4: H₂ / 10percent Pd/C / ethanol / 3102.9 Torr

5: 77 percent / HOBt, NEM, DCC / tetrahydrofuran / 72 h / 25 °C / pH 7.0-7.5

With pyridine; N-Ethylmaleimide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm00369a017

upstream raw materials:

nitro-L-arginine methyl ester hydrochloride

N-benzoyl-L-prolyl-L-phenylalanine

N-(benzoyl)-L-proline

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Downstream raw materials:

benzoyl-Pro-Phe-Arg

N-benzoyl-L-prolyl-L-phenylalanyl-N^ω-nitro-L-arginine

Refernces