2'-Deoxy-5-iodo-5'-O-(triphenylmethyl)uridine

Base Information

• Chemical Name: 2'-Deoxy-5-iodo-5'-O-(triphenylmethyl)uridine
• CAS No.: 15414-61-6
• Molecular Formula: C28H25IN2O5
• Molecular Weight: 596.421
• Mol file: 15414-61-6.mol

Synonyms:5'-O-Trityl-5-Iod-2'-deoxy-uridin;2'-deoxy-5-iodo-5'-O-trityluridine;1-(4-hydroxy-5-trityloxymethyltetrahydrofuran-2-yl)-5-iodo-1H-pyrimidine-2,4-dione;5-iodo-O5'-trityl-2'-deoxy-uridine;Uridine,2'-deoxy-5-iodo-5'-O-(triphenylmethyl);5-iodo-5'-O-trityl-2'-deoxyuridine;5-Iod-2'-deoxy-5'-O-trityl-uridin;2'-deoxy-5-iodo-5'-O-(triphenylmethyl)uridine;

Chemical Property of 2'-Deoxy-5-iodo-5'-O-(triphenylmethyl)uridine

Chemical Property:

• PSA: 93.81000
• LogP: 4.21060

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2'-Deoxy-5-iodo-5'-O-(triphenylmethyl)uridine

There total 2 articles about 2'-Deoxy-5-iodo-5'-O-(triphenylmethyl)uridine 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: 91.0%

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) + trityl chloride (76-83-5) → 2'-deoxy-5-iodo-5'-O-(triphenylmethyl)uridine (15414-61-6)

Guidance literature:

With pyridine; In dichloromethane; at 24 ℃; for 288h;

DOI:10.1021/jm00360a019

Reference yield: 57.0%

O5'-trityl-2'-deoxy-uridine (14270-73-6) → 2'-deoxy-5-iodo-5'-O-(triphenylmethyl)uridine (15414-61-6)

Guidance literature:

With ammonium cerium(IV) nitrate; iodine; sodium hydrogencarbonate; In acetonitrile; for 96h; Heating / reflux;

Reference yield: 95.0%

2'-deoxy-5-iodo-5'-O-(triphenylmethyl)uridine (15414-61-6) + tert-butylchlorodiphenylsilane (58479-61-1) → 1-[4-(tert-butyl-diphenyl-silanyloxy)-5-trityloxymethyl-tetrahydro-furan-2-yl]-5-iodo-1H-pyrimidine-2,4-dione (906794-95-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1081/NCN-200060046

upstream raw materials:

5-Iodo-2'-deoxyuridine

trityl chloride

O^5'-trityl-2'-deoxy-uridine

Downstream raw materials:

2'-deoxy-5-iodo-N³-(tetrahydro-2-furyl)-5'-O-trityluridine

3'-O-benzyl-2'-deoxy-5-iodo-5'-O-trityluridine

N³-benzoyl-2'-deoxy-5-iodo-5'-O-trityluridine

3'-O-benzoyl-2'-deoxy-5-iodo-5'-O-trityluridine

Refernces

• 1、 Kortylewicz, Zbigniew P.,Kimura, Yu,Inoue, Kotaro,MacK, Elizabeth,Baranowska-Kortylewicz, Janina. "Radiolabeled cyclosaligenyl monophosphates of 5-iodo-2′-deoxyuridine, 5-iodo-3′-fluoro-2′,3′-dideoxyuridine, and 3′-fluorothymidine for molecular radiotherapy of cancer: Synthesis and biological evaluation". scheme or table. p. 2649 - 2671. Retrieved 2012/06/16.
• 2、 -. "Uridine derivatives as antiviral drugs against a flaviviridae, especially HCV". Page/Page column 11; 20. . Retrieved 2008/06/13.