5-Ethyluridine

Base Information

• Chemical Name: 5-Ethyluridine
• CAS No.: 25110-76-3
• Molecular Formula: C11H16 N2 O6
• Molecular Weight: 272.258
• DSSTox Substance ID: DTXSID90179799
• Wikidata: Q83050317
• Mol file: 25110-76-3.mol

Synonyms:5-Ethyluridine;25110-76-3;Uridine, 5-ethyl-;1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethylpyrimidine-2,4(1H,3H)-dione;1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-ethylpyrimidine-2,4-dione;SCHEMBL1286250;DTXSID90179799;LNVBVDVUTCPLIZ-FDDDBJFASA-N;BS-50788;F12675;1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Chemical Property of 5-Ethyluridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 125.04000
• Density: 1.501g/cm³
• LogP: -1.87720
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 272.10083623
• Heavy Atom Count: 19
• Complexity: 423

Purity/Quality:

97% ^*data from raw suppliers

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethylpyrimidine-2,4(1H,3H)-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
• Isomeric SMILES: CCC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O

Technology Process of 5-Ethyluridine

There total 1 articles about 5-Ethyluridine 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:

triethylaluminum (97-93-8) + 1-((2R,3R,4R,5R)-3,4-Bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-5-bromo-4-trimethylsilanyloxy-1H-pyrimidin-2-one (111582-94-6) → uridine (58-96-8) + 5-ethyluridine (25110-76-3)

Guidance literature:

With water; ammonium chloride; triphenylphosphine; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, reflux, 24 h, 2) MeOH, reflux, 3 h;

DOI:10.1055/s-1993-25833

Reference yield:

5-ethyluridine (25110-76-3) → edoxudine (15176-29-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / diphenyl carbonate, NaHCO₃ / dimethylformamide / 0.17 h / 150 °C

2: 92 percent / dimethylformamide; ethyl acetate / 5 h / 120 °C

3: H₂, NaOAc / 1percent Pd/C / methanol; H₂O

4: 20percent methanolic NH₃ / 5 °C

With bis(phenyl) carbonate; ammonia; hydrogen; sodium acetate; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570340254

Reference yield:

5-ethyluridine (25110-76-3) → 3'-O-Acetyl-5-ethyl-2'-deoxyuridine (74476-81-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / diphenyl carbonate, NaHCO₃ / dimethylformamide / 0.17 h / 150 °C

2: 92 percent / dimethylformamide; ethyl acetate / 5 h / 120 °C

3: H₂, NaOAc / 1percent Pd/C / methanol; H₂O

With bis(phenyl) carbonate; hydrogen; sodium acetate; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570340254

upstream raw materials:

triethylaluminum

1-((2R,3R,4R,5R)-3,4-Bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-5-bromo-4-trimethylsilanyloxy-1H-pyrimidin-2-one

Downstream raw materials:

3'-O-Acetyl-5-ethyl-2'-deoxyuridine

edoxudine

Refernces