3'-Fluoro-2',3'-dideoxy-5-iodouridine

Base Information

• Chemical Name: 3'-Fluoro-2',3'-dideoxy-5-iodouridine
• CAS No.: 119644-23-4
• Molecular Formula: C9H10 F I N2 O4
• Molecular Weight: 356.09
• Nikkaji Number: J400.570H
• ChEMBL ID: CHEMBL395515

Synonyms:3'-fluoro-2',3'-dideoxy-5-iodouridine;FddIUrd

Chemical Property of 3'-Fluoro-2',3'-dideoxy-5-iodouridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 84.32000
• Density: 2.06g/cm³
• LogP: -0.24090
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 355.96693
• Heavy Atom Count: 17
• Complexity: 389

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)NC2=O)I)CO)F
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)CO)F

Technology Process of 3'-Fluoro-2',3'-dideoxy-5-iodouridine

There total 11 articles about 3'-Fluoro-2',3'-dideoxy-5-iodouridine 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: 92.0%

5-iodo-[5'-O-(4,4'-dimethoxytrityl)-3'-fluoro]-2',3'-dideoxyuridine (1364916-81-3) → 5-iodo-2',3'-dideoxy-3'-fluorouridine (119644-23-4)

Guidance literature:

With hydrogenchloride; In acetonitrile; at 50 ℃; for 0.25h;

DOI:10.1021/jm201482p

Reference yield: 79.0%

1-((2R,4S,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione (699002-92-1) → 5-iodo-2',3'-dideoxy-3'-fluorouridine (119644-23-4)

Guidance literature:

With water; acetic acid; at 70 ℃; for 2h;

DOI:10.1081/NCN-120027813

Reference yield:

MeOH-CHCl3 + aqueous NaHSO3 + dichloromethane (75-09-2) + 4-methyl-benzoyl chloride (874-60-2) + 1-(2,3-Dideoxy-3-fluoro-β-D-ribofuranosyl)-uracil (41107-56-6,178374-44-2) → 5-iodo-2',3'-dideoxy-3'-fluorouridine (119644-23-4)

Guidance literature:

With sodium methylate; Iodine monochloride; In pyridine; methanol; chloroform;

upstream raw materials:

1-((2R,4S,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione

1-(2,3-Dideoxy-3-fluoro-β-D-ribofuranosyl)-uracil

1-(5-O-trityl-2-deoxy-β-D-lyxofuranosyl)-5-iodoracil

5-Iodo-2'-deoxyuridine

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