3-Benzoyl-2'-deoxy-5-fluorouridine

Base Information

• Chemical Name: 3-Benzoyl-2'-deoxy-5-fluorouridine
• CAS No.: 74233-80-0
• Molecular Formula: C16H15FN2O6
• Molecular Weight: 350.303
• DSSTox Substance ID: DTXSID90535997
• Wikidata: Q82410486
• Mol file: 74233-80-0.mol

Synonyms:3-benzoyl-2'-deoxy-5-fluorouridine;74233-80-0;SCHEMBL9470932;DTXSID90535997;CPBKROZHSSOGKJ-YNEHKIRRSA-N

Chemical Property of 3-Benzoyl-2'-deoxy-5-fluorouridine

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 350.09141436
• Heavy Atom Count: 25
• Complexity: 603

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=C(C(=O)N(C2=O)C(=O)C3=CC=CC=C3)F)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)N(C2=O)C(=O)C3=CC=CC=C3)F)CO)O

Technology Process of 3-Benzoyl-2'-deoxy-5-fluorouridine

There total 1 articles about 3-Benzoyl-2'-deoxy-5-fluorouridine 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: 49.0%

benzoyl chloride (98-88-4) + 5-Fluoro-2'-deoxyuridine (50-91-9) → N3-benzoyl-2'-deoxy-5-fluorouridine (74233-80-0)

Guidance literature:

With triethylamine; In N,N-dimethyl acetamide; for 12h; Ambient temperature;

DOI:10.1021/jm00121a025

Reference yield: 39.0%

ethyl iodide (75-03-6) + N3-benzoyl-2'-deoxy-5-fluorouridine (74233-80-0) → N3-benzoyl-2'-deoxy-3'-O-ethyl-5-fluorouridine (115088-07-8) + N3-benzoyl-2'-deoxy-5'-O-ethyl-5-fluorouridine (95969-80-5)

Guidance literature:

With silver(l) oxide; In butanone; at 65 - 70 ℃; for 9h;

DOI:10.1021/jm00121a025

Reference yield:

N3-benzoyl-2'-deoxy-5-fluorouridine (74233-80-0) → 3'-O-benzyl-2'-deoxy-5-fluorouridine (95969-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: silver oxide / butan-2-one / Heating

2: 65 percent / 30percent NH₄OH / ethanol; acetone / Ambient temperature

With ammonium hydroxide; silver(l) oxide; In ethanol; acetone; butanone;

DOI:10.1021/jm00121a025

upstream raw materials:

benzoyl chloride

5-Fluoro-2'-deoxyuridine

Downstream raw materials:

N³-benzoyl-2'-deoxy-3'-O-benzyl-5-fluorouridine

N³-benzoyl-2'-deoxy-5'-O-benzyl-5-fluorouridine

N³-benzoyl-2'-deoxy-3'-O-ethyl-5-fluorouridine

N³-benzoyl-2'-deoxy-5'-O-ethyl-5-fluorouridine