5-Fluorocytosine arabinoside

Base Information

• Chemical Name: 5-Fluorocytosine arabinoside
• CAS No.: 4298-10-6
• Molecular Formula: C9H12FN3O5
• Molecular Weight: 261.21
• Hs Code.: 2934999090
• UNII: 87PGS3A0AZ
• DSSTox Substance ID: DTXSID00195602
• Nikkaji Number: J15.218H
• Wikidata: Q27269833
• Mol file: 4298-10-6.mol

Synonyms:ara-fluorocytosine

Chemical Property of 5-Fluorocytosine arabinoside

Chemical Property:

• Melting Point: 237-238 °C(Solv: ethanol, 90% (64-17-5))
• Boiling Point: 511.4°Cat760mmHg
• PKA: 13.48±0.70(Predicted)
• Flash Point: 263.1°C
• PSA: 130.83000
• Density: 1.98g/cm³
• LogP: -1.84270
• Storage Temp.: ?20°C
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 261.07609865
• Heavy Atom Count: 18
• Complexity: 426

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=NC(=O)N1C2C(C(C(O2)CO)O)O)N)F
• Isomeric SMILES: C1=C(C(=NC(=O)N1[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O)N)F

Technology Process of 5-Fluorocytosine arabinoside

There total 3 articles about 5-Fluorocytosine arabinoside 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:

1-(2,3,5-tri-O-benzoyl-β-D-arabinofuranosyl)-5-fluorouracil (17242-86-3) → 1-((2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-4-hydroxy-1H-pyrimidin-2-one (131-06-6) + 5-fluoro-1-(β-D-arabinofuranosyl)cytosine (4298-10-6)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1007/BF00526095

Reference yield:

→ 4-amino-1-D-arabinofuranosyl-5-fluoro-1H-pyrimidin-2-one (2341-22-2,4298-10-6,17242-90-9)

Guidance literature:

Tri-O-benzoyl-Verb., Na-Methylat;

Reference yield:

→ 5-fluoro-cytidine (2341-22-2,4298-10-6,17242-90-9)

Guidance literature:

2',3',5'-Tri-O-benzoyl-5-fluorcytidin, Ba(OMe)2;

upstream raw materials:

1-(2,3,5-tri-O-benzoyl-β-D-arabinofuranosyl)-5-fluorouracil

Refernces