Cytidine, 2',3'-dideoxy-3'-fluoro-

Base Information

• Chemical Name: Cytidine, 2',3'-dideoxy-3'-fluoro-
• CAS No.: 51246-79-8
• Molecular Formula: C9H12FN3O3
• Molecular Weight: 229.2083
• DSSTox Substance ID: DTXSID50199256
• Nikkaji Number: J400.566J
• Wikidata: Q83072156
• Mol file: 51246-79-8.mol

Synonyms:2',3'-dideoxy-3'-fluoro-alpha-L-cytidine;2',3'-dideoxy-3'-fluorocytidine;3-FLT cpd

Chemical Property of Cytidine, 2',3'-dideoxy-3'-fluoro-

Chemical Property:

• Boiling Point: 418°Cat760mmHg
• Flash Point: 206.6°C
• PSA: 90.37000
• Density: 1.67g/cm³
• LogP: 0.02460
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 229.08626942
• Heavy Atom Count: 16
• Complexity: 358

Purity/Quality:

97% ^*data from raw suppliers

2',3'-Dideoxy-3'-fluorocytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(OC1N2C=CC(=NC2=O)N)CO)F
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO)F

Technology Process of Cytidine, 2',3'-dideoxy-3'-fluoro-

There total 11 articles about Cytidine, 2',3'-dideoxy-3'-fluoro- 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: 86.0%

2'-chloro-2',3'-dideoxy-3'-fluorocytidine (585540-22-3) → 2',3'-dideoxy-3'-fluorocytidine (51246-79-8,177365-14-9)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In 1,4-dioxane; methanol; for 15h; Heating;

DOI:10.1021/jo0340859

Reference yield: 59.0%

4-Amino-1-((2R,4S,5R)-4-fluoro-5-trityloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one → 2',3'-dideoxy-3'-fluorocytidine (51246-79-8,177365-14-9)

Guidance literature:

With acetic acid; at 100 ℃; for 15h;

DOI:10.1021/jm00391a003

Reference yield: 31.0%

1-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranosyl)-N4-benzoylcytosine (585540-17-6) → 2',3'-dideoxy-3'-fluorocytidine (51246-79-8,177365-14-9)

Guidance literature:

1-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranosyl)-N⁴-benzoylcytosine; With azobisisobutyronitrile; tri-n-butyl-tin hydride; In 1,4-dioxane; for 16h; Heating;

With ammonia; In methanol; at 20 ℃; for 48h;

DOI:10.1021/jo0340859

upstream raw materials:

2'-chloro-2',3'-dideoxy-3'-fluorocytidine

1-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranosyl)-N⁴-benzoylcytosine

methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside

methyl 5-O-benzyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabino-furanoside

Downstream raw materials:

N⁴-<(diisopropylamino)methylene>-3;-fluoro-2',3'-dideoxycytidine

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