2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine

Base Information

• Chemical Name: 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine
• CAS No.: 1449578-45-3
• Molecular Formula: C₄₁H₄₄N₂O₁₁S
• Molecular Weight: 772.873
• Mol file: 1449578-45-3.mol

Synonyms:2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine

Chemical Property of 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine

There total 9 articles about 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)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: 95.0%

2'-O-(2,4,6-trimethoxybenzylthiomethyl)uridine (1449578-44-2) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine (1449578-45-3)

Guidance literature:

With pyridine; at 20 ℃; for 1.5h;

DOI:10.1039/c3cc43725f

Reference yield:

3',5'-O-(di-tert-butylsilanediyl)-2'-O-(2,4,6-trimethoxybenzylthiomethyl)uridine (1449578-40-8) → 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine (1449578-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0.33 h / 20 °C

2: pyridine / 1.5 h / 20 °C

With pyridine; triethylamine tris(hydrogen fluoride); In tetrahydrofuran;

DOI:10.1039/c3cc43725f

Reference yield:

3’,5’-O-di-tert-silyl-2’-O-[(methylthio)methyl]uridine (1447969-98-3) → 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-5′-O-(4,4′-dimethoxytrityl)uridine (1449578-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuryl dichloride / dichloromethane / 0.75 h / 20 °C

1.2: 2 h

2.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0.33 h / 20 °C

3.1: pyridine / 1.5 h / 20 °C

With pyridine; sulfuryl dichloride; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane;

DOI:10.1039/c3cc43725f

upstream raw materials:

3',5'-O-(di-tert-butylsilanediyl)-2'-O-(2,4,6-trimethoxybenzylthiomethyl)uridine

2'-O-(2,4,6-trimethoxybenzylthiomethyl)uridine

4,4'-dimethoxytrityl chloride

3’,5’-O-di-tert-silyl-2’-O-[(methylthio)methyl]uridine

Downstream raw materials:

2′-O-(2,4,6-trimethoxybenzylthiomethyl)-3′-O-[(2-cyanoethyl)-(N,N-diisopropylamino)-phosphoramidyl]-5′-O-(4,4′-dimethoxytrityl)uridine