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

Base Information

• Chemical Name: [5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosin-3'-O-yl]-N,N-diisopropylaminocyanoethoxy phosphoramidite
• CAS No.: 1172578-46-9
• Molecular Formula: C₄₀H₄₆F₂N₇O₆P
• Molecular Weight: 789.819
• Mol file: 1172578-46-9.mol

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

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

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'-deoxyadenosin-3'-O-yl]-N,N-diisopropylaminocyanoethoxy phosphoramidite

There total 4 articles about [5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosin-3'-O-yl]-N,N-diisopropylaminocyanoethoxy phosphoramidite 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: 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;

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'-deoxyadenosin-3'-O-yl]-N,N-diisopropylaminocyanoethoxy phosphoramidite (1172578-46-9)

Guidance literature:

Multi-step reaction with 3 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

3: Ν,Ν-diisopropylamine tetrazonide / dichloromethane / 16 h / 20 °C / Inert atmosphere

With tert.-butylnitrite; pyridine hydrofluoride; Ν,Ν-diisopropylamine tetrazonide; In pyridine; dichloromethane;

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → [5'-O-(4,4'-dimethoxytrityl)-2,2'-difluoro-2'-deoxyadenosin-3'-O-yl]-N,N-diisopropylaminocyanoethoxy phosphoramidite (1172578-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 3 h / 20 °C

2: Ν,Ν-diisopropylamine tetrazonide / dichloromethane / 16 h / 20 °C / Inert atmosphere

With Ν,Ν-diisopropylamine tetrazonide; In pyridine; dichloromethane;

upstream raw materials:

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

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

4,4'-dimethoxytrityl chloride

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

Downstream raw materials:

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