Uridine, 2'-deoxy-5-(4-methoxyphenyl)-

Base Information

• Chemical Name: Uridine, 2'-deoxy-5-(4-methoxyphenyl)-
• CAS No.: 89647-11-0
• Molecular Formula: C16H18N2O6
• Molecular Weight: 334.329
• Mol file: 89647-11-0.mol

Synonyms:

Chemical Property of Uridine, 2'-deoxy-5-(4-methoxyphenyl)-

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Uridine, 2'-deoxy-5-(4-methoxyphenyl)-

There total 10 articles about Uridine, 2'-deoxy-5-(4-methoxyphenyl)- 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: 84.0%

4-methoxyphenylboronic acid (5720-07-0) + 5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(4-methoxyphenyl)pyrimidine-2,4(1H,3H)-dione (89647-11-0)

Guidance literature:

With sodium tetrachloropalladate(II); potassium hydroxide; In water; at 100 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1039/c3nj00174a

Reference yield: 41.0%

2'-deoxyuridine (951-78-0,63844-76-8) + 4-fluorobenzenediazonium tetrafluoroborate (459-45-0) → 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(4-methoxyphenyl)pyrimidine-2,4(1H,3H)-dione (89647-11-0)

Guidance literature:

With eosin Y disodium salt; sodium bromide; In water; at 20 ℃; for 18h; Irradiation; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.1c01799

Reference yield:

4-methoxyphenylboronic acid (5720-07-0) → 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(4-methoxyphenyl)pyrimidine-2,4(1H,3H)-dione (89647-11-0)

Guidance literature:

4-methoxyphenylboronic acid; 5-iodo-3'-O-acetyl-5'-O-(polystyryl-CH₂N(CH₃)C(O)(CH₂)4O-p-C₆H₄-C(O))-2'-deoxyuridine; With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 80 ℃;

With methanol; sodium methylate; In 1,4-dioxane; Further stages.;

DOI:10.1080/15257770701534170

upstream raw materials:

4-methoxyphenylboronic acid

5-Iodo-2'-deoxyuridine

para-iodoanisole

3',5'-di-O-acetyl-5-(chloromercurio)-2'-deoxyuridine

Downstream raw materials:

C₁₆H₁₇N₂O₉P^(2-)

Refernces

• 1、 Liu, An-Di,Wang, Zhao-Li,Liu, Li,Cheng, Liang. "Aqueous and Visible-Light-Promoted C-H (Hetero)arylation of Uracil Derivatives with Diazoniums". . p. 16434 - 16447. Retrieved 2021/11/16.
• 2、 Gallagher-Duval, Shawn,Herve, Gwenaelle,Sartori, Guillaume,Enderlin, Gerald,Len, Christophe. "Improved microwave-assisted ligand-free Suzuki-Miyaura cross-coupling of 5-iodo-2′-deoxyuridine in pure water". . p. 1989 - 1995. Retrieved 2013/10/08.