1-(2,3,5-Tribenzoyl--D-ribofuranosyl)-5-nitropyridine-2(1H)-one

Base Information

• Chemical Name: 1-(2,3,5-Tribenzoyl--D-ribofuranosyl)-5-nitropyridine-2(1H)-one
• CAS No.: 59892-37-4
• Molecular Formula: C₃₁H₂₄N₂O₁₀
• Molecular Weight: 584.539
• Mol file: 59892-37-4.mol

Synonyms:1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-nitropyridine-2(1H)-one

Chemical Property of 1-(2,3,5-Tribenzoyl--D-ribofuranosyl)-5-nitropyridine-2(1H)-one

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(2R,3R,4R,5R)-2-((Benzoyloxy)methyl)-5-(5-nitro-2-oxopyridin-1(2H)-yl)tetrahydrofuran-3,4-diyldibenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(2,3,5-Tribenzoyl--D-ribofuranosyl)-5-nitropyridine-2(1H)-one

There total 5 articles about 1-(2,3,5-Tribenzoyl--D-ribofuranosyl)-5-nitropyridine-2(1H)-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: 70.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (14215-97-5) + 5-nitro-2-trimethylsilanyloxy-pyridine (656808-98-9) → 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-nitropyridine-2(1H)-one (59892-37-4)

Guidance literature:

With tin(IV) chloride; In 1,2-dichloro-ethane;

DOI:10.1081/NCN-200059314

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 5-nitro-2-trimethylsilanyloxy-pyridine (656808-98-9) → 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-nitropyridine-2(1H)-one (59892-37-4)

Guidance literature:

With tin(IV) chloride; In dichloromethane; 1,2-dichloro-ethane; at 8 ℃; Heating;

DOI:10.1021/jm0401210

Reference yield:

5-nitro-2-hydroxypyridine (5418-51-9) → 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-nitropyridine-2(1H)-one (59892-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium sulfate / 6 h / Heating

2: 15.53 g / SnCl₄ / 1,2-dichloro-ethane; CH₂Cl₂ / 8 °C / Heating

With ammonium sulfate; tin(IV) chloride; In dichloromethane; 1,2-dichloro-ethane; 2: Vorbrueggen's reaction;

DOI:10.1021/jm0401210

upstream raw materials:

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

5-nitro-2-trimethylsilanyloxy-pyridine

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

5-nitro-2-hydroxypyridine

Downstream raw materials:

4-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-vic-triazolo[4,5-b]pyridin-5-one

1-(β-D-ribofuranosyl)-5-nitropyridine-2(1H)-one

3,5'-cyclo-3-(2,3-di-O-benzoyl-β-D-ribofuranosyl)-vic-triazolo[4,5-b]pyridin-5-one

4-(β-D-ribofuranosyl)-vic-triazolo[4,5-b]pyridin-5-one