N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide

Base Information

• Chemical Name: N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide
• CAS No.: 121176-30-5
• Molecular Formula: C₂₀H₂₃N₇O₇
• Molecular Weight: 473.445
• Mol file: 121176-30-5.mol

Synonyms:N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide

Chemical Property of N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide

There total 4 articles about N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine 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: 70.0%

N-<<6-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-4,5-dihydro-4-oxopyrazolo<3,4-d>pyrimidin-3-yl>carbonyl>-L-phenylalanine methyl ester (121176-29-2) → N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide (121176-30-5)

Guidance literature:

With ammonia; In methanol; for 12h; Ambient temperature;

DOI:10.1021/jm00128a036

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide (121176-30-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole*H₂O, NEt₃, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide*HCl / dimethylformamide / 1) 0 deg C, 2 h, 2) RT, 12 h

2: pyridine / dimethylformamide / 8 h / 0 °C

3: 70 percent / NH₃(g) / methanol / 12 h / Ambient temperature

With pyridine; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00128a036

Reference yield:

6-azacadeguomycin (96555-48-5) → N-<(6-amino-1-β-D-ribofuranosyl-4,5-dihydro-4-oxo-pyrazolo<3,4-d>pyrimidin-3-yl)carbonyl>-L-phenylalanine amide (121176-30-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole*H₂O, NEt₃, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide*HCl / dimethylformamide / 1) 0 deg C, 2 h, 2) RT, 12 h

2: pyridine / dimethylformamide / 8 h / 0 °C

3: 70 percent / NH₃(g) / methanol / 12 h / Ambient temperature

With pyridine; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00128a036

upstream raw materials:

N-<<6-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-4,5-dihydro-4-oxopyrazolo<3,4-d>pyrimidin-3-yl>carbonyl>-L-phenylalanine methyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

6-azacadeguomycin

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