2-N-(N,N-dimethylaminomethylidenyl)-N₃-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine

Base Information

• Chemical Name: 2-N-(N,N-dimethylaminomethylidenyl)-N₃-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine
• CAS No.: 1288999-19-8
• Molecular Formula: C₂₄H₂₅IN₆O₅
• Molecular Weight: 604.404

Synonyms:2-N-(N,N-dimethylaminomethylidenyl)-N₃-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine

Chemical Property of 2-N-(N,N-dimethylaminomethylidenyl)-N₃-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Useful:

Technology Process of 2-N-(N,N-dimethylaminomethylidenyl)-N₃-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine

There total 7 articles about 2-N-(N,N-dimethylaminomethylidenyl)-N₃-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-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: 67.0%

2-N-(N,N-dimethylaminomethylidenyl)-N1-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-5'-O-(4-monomethoxytrityl)-2'-deoxyguanosine (1288998-95-7) → 2-N-(N,N-dimethylaminomethylidenyl)-N3-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine (1288999-19-8)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/chem.201001952

Reference yield:

C23H39IN4O5Si2 (213623-67-7) → 2-N-(N,N-dimethylaminomethylidenyl)-N3-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine (1288999-19-8)

Guidance literature:

Multi-step reaction with 6 steps

1: N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2: pyridine; dichloromethane / 0 - 20 °C

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

4: dmap / pyridine / 18 h / 20 °C

5: caesium carbonate / tert-butyl alcohol / 2 h / 20 °C / Inert atmosphere

6: toluene-4-sulfonic acid / ethanol; dichloromethane / 1 h / 20 °C

With dmap; caesium carbonate; toluene-4-sulfonic acid; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1002/chem.201001952

Reference yield:

2-N-(N,N-dimethylaminomethylidenyl)-N1-benzoyl-7-deaza-7-iodo-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyguanosine (1288999-14-3) → 2-N-(N,N-dimethylaminomethylidenyl)-N3-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine (1288999-19-8)

Guidance literature:

Multi-step reaction with 4 steps

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

2: dmap / pyridine / 18 h / 20 °C

3: caesium carbonate / tert-butyl alcohol / 2 h / 20 °C / Inert atmosphere

4: toluene-4-sulfonic acid / ethanol; dichloromethane / 1 h / 20 °C

With dmap; caesium carbonate; toluene-4-sulfonic acid; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; pyridine; ethanol; dichloromethane; tert-butyl alcohol;

DOI:10.1002/chem.201001952

upstream raw materials:

C₂₃H₃₉IN₄O₅Si₂

2-N-(N,N-dimethylaminomethylidenyl)-7-deaza-7-iodo-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyguanosine

2-N-(N,N-dimethylaminomethylidenyl)-N₁-benzoyl-7-deaza-7-iodo-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyguanosine

2-N-(N,N-dimethylaminomethylidenyl)-N₁-benzoyl-7-deaza-7-iodo-2'-deoxyguanosine

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