[[(2R,3S,4R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

Base Information

• Chemical Name: [[(2R,3S,4R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• CAS No.: 3828-96-4
• Molecular Formula: C₉H₁₄FN₂O₁₅P₃
• Molecular Weight: 502.134
• DSSTox Substance ID: DTXSID40959205
• Mol file: 3828-96-4.mol

Synonyms:5-Fluoro-4-hydroxy-1-[5-O-(hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)pentofuranosyl]pyrimidin-2(1H)-one;DTXSID40959205;[[(2R,3S,4R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

Chemical Property of [[(2R,3S,4R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

Chemical Property:

• PSA: 293.80000
• LogP: -2.36180
• XLogP3: -5.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 501.95910690
• Heavy Atom Count: 30
• Complexity: 889

Purity/Quality:

99%, ^*data from raw suppliers

5-Fluorouridine5''-Triphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)F
• Isomeric SMILES: C1=C(C(=O)NC(=O)N1C2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)F
• Uses: 5-Fluorouridine 5''-Triphosphate is a metabolite of 5-Fluorouracil (F596000), which is a drug used to treat cancer. 5-Fluorouracil is an DNA/RNA synthesis inhibitor that interrupts nucleotide synthetic by inhibiting thymidylate synthase.

Technology Process of [[(2R,3S,4R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

There total 1 articles about [[(2R,3S,4R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate 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: 80.0%

5-fluorouracil (51-21-8) + D-Ribose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → 5-Fluoro-UTP (3828-96-4,73231-43-3,80160-16-3)

Guidance literature:

With potassium phosphate; ATP; uracil phosphoribosytransferase uraP EC 2.4.2.9; pyruvate kinase pyrF EC 2.7.1.40; at 37 ℃; for 110h; pH=7.5;

DOI:10.1021/ja073825i

Reference yield:

5-Fluoro-UTP (3828-96-4,73231-43-3,80160-16-3)

Guidance literature:

Incorporation into RNA-polymerase : K(m)-values;

DOI:10.1093/oxfordjournals.jbchem.a129630

upstream raw materials:

5-fluorouracil

D-Ribose

Refernces