5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine
• CAS No.: 1172578-45-8
• Molecular Formula: C₃₁H₂₉F₂N₅O₅
• Molecular Weight: 589.599
• Mol file: 1172578-45-8.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine

There total 2 articles about 5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine 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: 83.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-Deoxy-2,2'-difluoro-adenosine (147048-53-1) → 5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine (1172578-45-8)

Guidance literature:

4,4'-dimethoxytrityl chloride; 2'-Deoxy-2,2'-difluoro-adenosine; In pyridine; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In ethyl acetate;

Reference yield:

2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine (134444-47-6) → 5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine (1172578-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylnitrite; pyridine hydrofluoride / pyridine / 3 h / 6 - 12 °C / Cooling with acetone-dry ice; Inert atmosphere

2: pyridine / 3 h / 20 °C

With tert.-butylnitrite; pyridine hydrofluoride; In pyridine;

Reference yield: 90.0%

5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosine (1172578-45-8) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → [5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosin-3'-O-yl]-N,N-diisopropylaminocyanoethoxy phosphoramidite (1172578-46-9)

Guidance literature:

With Ν,Ν-diisopropylamine tetrazonide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

upstream raw materials:

4,4'-dimethoxytrityl chloride

2'-Deoxy-2,2'-difluoro-adenosine

2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine

Downstream raw materials:

[5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosin-3'-O-yl]-N,N-diisopropylaminocyanoethoxy phosphoramidite

5'-O-(4,4'-dimethoxytrityl)-3'-O-succinyl-2,2'-difluoro-2'-deoxy adenosine triethylamine