Uridine, 5-[(trimethylsilyl)ethynyl]-, 2',3',5'-triacetate

Base Information

• Chemical Name: Uridine, 5-[(trimethylsilyl)ethynyl]-, 2',3',5'-triacetate
• CAS No.: 140914-90-5
• Molecular Formula: C20H26N2O9Si
• Molecular Weight: 466.52
• Mol file: 140914-90-5.mol

Synonyms:

Chemical Property of Uridine, 5-[(trimethylsilyl)ethynyl]-, 2',3',5'-triacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Uridine, 5-[(trimethylsilyl)ethynyl]-, 2',3',5'-triacetate

There total 1 articles about Uridine, 5-[(trimethylsilyl)ethynyl]-, 2',3',5'-triacetate 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: 95.0%

2',3',5'-tri-O-acetyl-5-iodouridine (84500-33-4,65499-40-3) + trimethylsilylacetylene (1066-54-2) → 2′,3′,5′-tri-O-acetyl-5-(ethynyl(2-trimethylsilyl))-uridine (140914-90-5)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.8b01834

Reference yield:

2′,3′,5′-tri-O-acetyl-5-(ethynyl(2-trimethylsilyl))-uridine (140914-90-5) → 5-ethynyluridine (69075-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / acetonitrile

2: sodium hydroxide / ethanol

With tetrabutyl ammonium fluoride; sodium hydroxide; In ethanol; acetonitrile;

DOI:10.1039/c3cc40594j

upstream raw materials:

2',3',5'-tri-O-acetyl-5-iodouridine

trimethylsilylacetylene

Downstream raw materials:

5-ethynyluridine