2',3',5'-tri-O-Benzoyluridine

Base Information

• Chemical Name: 2',3',5'-tri-O-Benzoyluridine
• CAS No.: 1748-04-5
• Molecular Formula: C30H24 N2 O9
• Molecular Weight: 556.529
• Hs Code.: 29349990
• European Community (EC) Number: 217-131-6
• Mol file: 1748-04-5.mol

Synonyms:2',3',5'-tri-O-Benzoyluridine;1748-04-5

Chemical Property of 2',3',5'-tri-O-Benzoyluridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 142.99000
• Density: 1.44g/cm³
• LogP: 2.74220
• Storage Temp.: −20°C
• Solubility.: DMSO, Methanol
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 556.14818035
• Heavy Atom Count: 41
• Complexity: 1010

Purity/Quality:

99% ^*data from raw suppliers

Uridine2'',?3'',?5''-?Tribenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)OCC2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5
• Uses: Uridine 2'',?3'',?5''-?Tribenzoate is an intermediate in synthesizing Uridine (U829910), a nucleoside widely distributed in nature. Uridine is one of the four basic components of ribonucleic acid (RNA)

Technology Process of 2',3',5'-tri-O-Benzoyluridine

There total 68 articles about 2',3',5'-tri-O-Benzoyluridine 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: 100.0%

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl methyl carbonate (151867-55-9) + O,O'-bis-(trimethylsilyl)uracil (10457-14-4) → tribenzoyl uridine (1748-04-5)

Guidance literature:

With silver trifluoromethanesulfonate; diphenyltin sulfide; In acetonitrile; at 60 ℃; for 4h;

DOI:10.1246/bcsj.67.3100

Reference yield: 98.0%

2,3,5-tri-O-benzoyl-D-ribofuranosyl(N-phenyl)trifluoroacetimidate (1055317-41-3) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → tribenzoyl uridine (1748-04-5)

Guidance literature:

uracil; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 20 ℃; for 0.5h;

2,3,5-tri-O-benzoyl-D-ribofuranosyl(N-phenyl)trifluoroacetimidate; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2008.06.042

Reference yield: 96.0%

allyl 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl carbonate + O,O'-bis-(trimethylsilyl)uracil (10457-14-4) → tribenzoyl uridine (1748-04-5)

Guidance literature:

With tin(II) iodide; In acetonitrile; at 60 ℃; for 6h;

DOI:10.1080/07328319608002367

upstream raw materials:

pyridine

benzoyl chloride

uridine

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

Downstream raw materials:

1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-4-thiouracil

4-(imidazol-1-yl)-2-pyrimidinone riboside

5-(2,6-Dichlorobenzoyl)-2',3',5'-tri-O-benzoyluridine oxime

2',3',5'-tri-O-benzoyl-3-benzyluridine