3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine

Base Information

• Chemical Name: 3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine
• CAS No.: 1262310-97-3
• Molecular Formula: C₄₇H₅₄N₇O₈P
• Molecular Weight: 875.962

Synonyms:3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine

Chemical Property of 3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine

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Technology Process of 3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine

There total 5 articles about 3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine 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: 70.0%

5'-O-(4,4'-dimethoxytrityl)-N2-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine (1262310-96-2) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine (1262310-97-3)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Inert atmosphere;

DOI:10.1021/jo102187y

Reference yield:

7,8-dihydro-8-oxo-2'-deoxyguanosine (88847-89-6) → 3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine (1262310-97-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium cyanoborohydride / methanol / 50 °C / Inert atmosphere

2: pyridine / 20 °C / Cooling with ice

3: triethylamine / dichloromethane / 2 h / Inert atmosphere

With pyridine; sodium cyanoborohydride; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jo102187y

Reference yield:

N2-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine (1262310-95-1) → 3'-O-[(diisopropylamino)-(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine (1262310-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 °C / Cooling with ice

2: triethylamine / dichloromethane / 2 h / Inert atmosphere

With pyridine; triethylamine; In dichloromethane;

DOI:10.1021/jo102187y

upstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N₂-benzyl-8-oxo-7,8-dihydro-2'-deoxyguanosine

2'-Deoxyguanosine

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