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

Base Information

• Chemical Name: 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
• CAS No.: 121176-29-2
• Molecular Formula: C₂₇H₃₀N₆O₁₁
• Molecular Weight: 614.569
• Mol file: 121176-29-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 3 articles about 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 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:

acetic anhydride (108-24-7) + (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 (121176-38-3) → 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)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 0 ℃; for 8h; Yield given;

DOI:10.1021/jm00128a036

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → 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)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/jm00128a036

Reference yield:

6-azacadeguomycin (96555-48-5) → 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)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/jm00128a036

upstream raw materials:

acetic anhydride

(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

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

6-azacadeguomycin

Downstream raw materials:

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