1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine

Base Information

• Chemical Name: 1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine
• CAS No.: 128115-02-6
• Molecular Formula: C₂₈H₂₅FIN₃O₄
• Molecular Weight: 613.427
• Mol file: 128115-02-6.mol

Synonyms:1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine

Chemical Property of 1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine

There total 1 articles about 1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine 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: 93.0%

trityl chloride (76-83-5) + fiacitabine (69123-90-6) → 1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine (128115-02-6)

Guidance literature:

With pyridine; 1.) RT, 2 d, 2.) 90 deg C, 1 h;

DOI:10.1021/jm00170a016

Reference yield: 71.0%

1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine (128115-02-6) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → 1-<2-deoxy-2-fluoro-3-O-<(imidazol-1-yl)thiocarbonyl>-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine (128115-03-7)

Guidance literature:

In N,N-dimethyl-formamide; for 48h;

DOI:10.1021/jm00170a016

Reference yield:

1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine (128115-02-6) → 1-(2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)cytosine (128115-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / dimethylformamide / 48 h

2: 74 percent / n-Bu₃SnH, AIBN / tetrahydrofuran / 1 h / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00170a016

upstream raw materials:

trityl chloride

fiacitabine

Downstream raw materials:

1-<2-deoxy-2-fluoro-3-O-<(imidazol-1-yl)thiocarbonyl>-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine

1-(2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)cytosine

4-Amino-1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one

1-(2,3-Dideoxy-2-fluoro-β-D-arabinofuranosyl)-cytosine