6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one

Base Information

• Chemical Name: 6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one
• CAS No.: 312602-40-7
• Molecular Formula: C₃₂H₂₇N₅O₈
• Molecular Weight: 609.595
• Mol file: 312602-40-7.mol

Synonyms:6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one

Chemical Property of 6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one

There total 5 articles about 6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one 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: 82.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + 5,6-diamino-2',3',5'-tri-O-benzoylcytidine (312602-10-1) → 6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one (312602-40-7)

Guidance literature:

With trichlorophosphate; at 20 ℃;

DOI:10.1021/ol0064765

Reference yield:

6-amino-2',3',5'-tri-O-benzoylcytidine (312602-05-4) → 6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one (312602-40-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / NaNO₂ / acetic acid; H₂O / 4 h / cooling

2: 97.5 percent / Na₂S₂O₄ / dimethylformamide; H₂O / 4 h / 50 °C

3: 82 percent / POCl₃ / 20 °C

With sodium dithionite; sodium nitrite; trichlorophosphate; In water; acetic acid; N,N-dimethyl-formamide; 1: Nitrosation / 2: Reduction / 3: Vilsmeier-Haack reaction;

DOI:10.1021/ol0064765

Reference yield:

6-amino-5-nitroso-2',3',5'-tri-O-benzoylcytidine (312602-08-7) → 6-amino-8-methyl-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one (312602-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 97.5 percent / Na₂S₂O₄ / dimethylformamide; H₂O / 4 h / 50 °C

2: 82 percent / POCl₃ / 20 °C

With sodium dithionite; trichlorophosphate; In water; N,N-dimethyl-formamide; 1: Reduction / 2: Vilsmeier-Haack reaction;

DOI:10.1021/ol0064765

upstream raw materials:

N,N-dimethyl acetamide

5,6-diamino-2',3',5'-tri-O-benzoylcytidine

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

6-amino-2',3',5'-tri-O-benzoylcytidine