N(3)-Phenacyluridine

Base Information

• Chemical Name: N(3)-Phenacyluridine
• CAS No.: 144405-50-5
• Molecular Formula: C17H18 N2 O7
• Molecular Weight: 362.33
• DSSTox Substance ID: DTXSID10932308
• Nikkaji Number: J577.272I
• Wikidata: Q82907999
• Mol file: 144405-50-5.mol

Synonyms:N(3)-phenacyluridine

Chemical Property of N(3)-Phenacyluridine

Chemical Property:

• Vapor Pressure: 6.21E-17mmHg at 25°C
• Boiling Point: 633.8°Cat760mmHg
• Flash Point: 337.1°C
• PSA: 130.99000
• Density: 1.523g/cm³
• LogP: -1.49560
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 362.11140092
• Heavy Atom Count: 26
• Complexity: 602

Purity/Quality:

N(3)-PHENACYLURIDINE 95.00% ^*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)CN2C(=O)C=CN(C2=O)C3C(C(C(O3)CO)O)O
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)CN2C(=O)C=CN(C2=O)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

Technology Process of N(3)-Phenacyluridine

There total 2 articles about N(3)-Phenacyluridine 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%

1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + uridine (58-96-8) → 3-phenacyl-1-β-D-ribofuranosylpyrimidine-2,4-dione (144405-50-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; acetone; at 120 ℃; for 4h;

DOI:10.1021/jm060848j

Reference yield: 82.0%

α-bromoacetophenone (70-11-1) + uridine (58-96-8) → 3-phenacyl-1-β-D-ribofuranosylpyrimidine-2,4-dione (144405-50-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; acetone; at 120 ℃; for 4h;

DOI:10.1021/jm1016297

Reference yield: 60.4%

3-phenacyl-1-β-D-ribofuranosylpyrimidine-2,4-dione (144405-50-5) → N3-α-hydroxy-β-phenethyluridine

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1080/004982500406462

upstream raw materials:

1-chloroacetophenone

uridine

α-bromoacetophenone