9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N⁶-benzoyladenine
• CAS No.: 726186-39-6
• Molecular Formula: C₄₃H₄₃N₅O₈
• Molecular Weight: 757.843
• Mol file: 726186-39-6.mol

Synonyms:9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N⁶-benzoyladenine

Chemical Property of 9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N⁶-benzoyladenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N⁶-benzoyladenine

There total 6 articles about 9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N⁶-benzoyladenine 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: 64.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 9-N-[(2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N6-benzoyladenine (726186-38-5) → 9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N6-benzoyladenine (726186-39-6)

Guidance literature:

With pyridine; at 20 ℃; for 5h;

DOI:10.1021/ja049865t

Reference yield:

XZ-150-129-A (29868-39-1) → 9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N6-benzoyladenine (726186-39-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / 2 h / 0 °C

1.2: 95 percent / pyridine; aq. NaOH / ethanol / 0.5 h / 20 °C

2.1: 70 percent / imidazole / dimethylformamide / 3 h / 20 °C

3.1: pyridinium p-toluenesulfonate / dioxane / 20 h / 20 °C

4.1: 101 mg / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

5.1: 64 percent / pyridine / 5 h / 20 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/ja049865t

Reference yield:

benzoyl chloride (98-88-4) → 9-N-[(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N6-benzoyladenine (726186-39-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / 2 h / 0 °C

1.2: 95 percent / pyridine; aq. NaOH / ethanol / 0.5 h / 20 °C

2.1: 70 percent / imidazole / dimethylformamide / 3 h / 20 °C

3.1: pyridinium p-toluenesulfonate / dioxane / 20 h / 20 °C

4.1: 101 mg / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

5.1: 64 percent / pyridine / 5 h / 20 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/ja049865t

upstream raw materials:

4,4'-dimethoxytrityl chloride

9-N-[(2'-O-(tetrahydrofuranyl)-β-D-ribo-pentafuranosyl)methyl]-N⁶-benzoyladenine

XZ-150-129-A

benzoyl chloride