pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide

Base Information

• Chemical Name: pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide
• CAS No.: 121176-37-2
• Molecular Formula: C₂₆H₃₅N₁₁O₈
• Molecular Weight: 629.633
• Mol file: 121176-37-2.mol

Synonyms:pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide

Chemical Property of pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide

There total 5 articles about pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide 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: 72.0%

(S)-2-((S)-2-{[6-Amino-1-((2R,3R,4R,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-3-carbonyl]-amino}-3-phenyl-propionylamino)-5-guanidino-pentanoic acid methyl ester (121176-36-1) → pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide (121176-37-2)

Guidance literature:

With ammonia; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jm00128a036

Reference yield:

6-azacadeguomycin (96555-48-5) → pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide (121176-37-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / pyridine / dimethylformamide / 12 h / Ambient temperature

2: 70 percent / 1-hydroxybenzotriazole*H₂O, N-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide*HCl / dimethylformamide; CH₂Cl₂ / 1) 0 deg C, 2) RT

3: H₂ / 10percent Pd-C / ethanol / 10 h / 2068.6 Torr

4: 72 percent / NH₃(g) / methanol / 24 h / Ambient temperature

With 4-methyl-morpholine; pyridine; ammonia; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00128a036

Reference yield:

2',3',5'-tri-O-acetyl-6-azacadeguomycin (121176-42-9) → pyrimidin-3-yl>carbonyl>-L-phenylalaninyl>-L-arginine amide (121176-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / 1-hydroxybenzotriazole*H₂O, N-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide*HCl / dimethylformamide; CH₂Cl₂ / 1) 0 deg C, 2) RT

2: H₂ / 10percent Pd-C / ethanol / 10 h / 2068.6 Torr

3: 72 percent / NH₃(g) / methanol / 24 h / Ambient temperature

With 4-methyl-morpholine; ammonia; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00128a036

upstream raw materials:

(S)-2-((S)-2-{[6-Amino-1-((2R,3R,4R,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-3-carbonyl]-amino}-3-phenyl-propionylamino)-5-guanidino-pentanoic acid methyl ester

6-azacadeguomycin

2',3',5'-tri-O-acetyl-6-azacadeguomycin

C₂₇H₃₅N₁₁O₁₁