2'-iodo-2'-deoxyuridine

Base Information

• Chemical Name: 2'-iodo-2'-deoxyuridine
• CAS No.: 4753-03-1
• Molecular Formula: C9H11 I N2 O5
• Molecular Weight: 354.101
• Mol file: 4753-03-1.mol

Synonyms:2'-Iodo-2'-deoxyuridine

Chemical Property of 2'-iodo-2'-deoxyuridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 104.81000
• Density: 2.13g/cm³
• LogP: -0.99690

Purity/Quality:

97% ^*data from raw suppliers

1-((2R,3R,4R,5R)-4-Hydroxy-5-(hydroxymethyl)-3-iodotetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2'-iodo-2'-deoxyuridine

There total 3 articles about 2'-iodo-2'-deoxyuridine 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: 100.0%

2,2'-Anhydrouridine (3736-77-4) → 1-(2-deoxy-2-iodo-β-D-ribofuranosyl)uracil (4753-03-1)

Guidance literature:

With toluene-4-sulfonic acid; sodium iodide; In acetone; at 50 ℃; for 5.5h;

DOI:10.1021/jacs.6b05421

Reference yield:

→ 1-(2-deoxy-2-iodo-β-D-ribofuranosyl)uracil (4753-03-1)

Guidance literature:

2,2'-Anhydro-1-β-D-Arabinofuranosyluracil, HI, Dioxan, Erhitzen;

Reference yield:

→ 2-Hydroxy-1-((2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-iodo-tetrahydro-furan-2-yl)-1H-pyrimidin-4-one (4753-03-1)

Guidance literature:

2,2'-Anhydro-1-(β-D-arabinofuranosyl)uracil, NaI;

upstream raw materials:

2,2'-Anhydrouridine

Downstream raw materials:

Thiocarbonic acid O-[(2R,3R,4R,5R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-iodo-tetrahydro-furan-3-yl] ester O-phenyl ester

1-[5-O-(4-methoxytrityl)-2-deoxy-2-iodo-3-O-(diphenylvinylsilyl)-β-D-ribofuranosyl]uracil

1-[5-O-(4-methoxytrityl)-2-deoxy-2-vinyl-3-O-(tert-butyldimethylsilyl)-β-D-ribo-pentofuranosyl]uracil

1-[5-O-(4-methoxytrityl)-2-deoxy-2-vinyl-3-O-(tert-butyldimethylsilyl)-β-D-ribo-pentofuranosyl]cytosine

Refernces

• 1、 Sukeda,Shuto,Sugimoto,Ichikawa,Matsuda. "Synthesis of pyrimidine 2′-deoxy ribonucleosides branched at the 2′-position via radical atom-transfer cyclization reaction with a vinylsilyl group as a radical-acceptor tether". . p. 8988 - 8996. Retrieved 2007/10/03.