1-deaza-5'-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine

Base Information

• Chemical Name: 1-deaza-5'-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine
• CAS No.: 1414781-82-0
• Molecular Formula: C₃₅H₃₇N₅O₅
• Molecular Weight: 607.709

Synonyms:1-deaza-5'-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine

Chemical Property of 1-deaza-5'-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of 1-deaza-5'-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine

There total 2 articles about 1-deaza-5'-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-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: 67.0%

1-deaza-N6-(N,N-dimethylaminomethylene)-2’-deoxyadenosine (1414781-81-9) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 1-deaza-5'-O-(4.4’-dimethoxytrityl)-N6-(N,N-dimethylaminomethylene)-2’-deoxyadenosine (1414781-82-0)

Guidance literature:

1-deaza-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine; 4,4'-dimethoxytrityl chloride; With pyridine; In tetrahydrofuran; at 23 ℃; for 0.05h; Inert atmosphere;

With silver nitrate; In tetrahydrofuran; at 23 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ja309082k

Reference yield:

7-amino-3-(2'-deoxy-β-D-ribofuranosyl)imidazo[4,5-b]pyridine (85687-20-3) → 1-deaza-5'-O-(4.4’-dimethoxytrityl)-N6-(N,N-dimethylaminomethylene)-2’-deoxyadenosine (1414781-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 12 h / 23 °C / Inert atmosphere

2.1: pyridine / tetrahydrofuran / 0.05 h / 23 °C / Inert atmosphere

2.2: 16 h / 23 °C / Inert atmosphere

With pyridine; In tetrahydrofuran; methanol;

DOI:10.1021/ja309082k

Reference yield: 63.0%

1-deaza-5'-O-(4.4’-dimethoxytrityl)-N6-(N,N-dimethylaminomethylene)-2’-deoxyadenosine (1414781-82-0) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 1-deaza-5’-O-(4.4’-dimethoxytrityl)-N6-(N,N-dimethylaminomethylene)-2’-deoxyadenosine-3’-O-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite] (1414781-83-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 23 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja309082k

upstream raw materials:

1-deaza-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine

4,4'-dimethoxytrityl chloride

7-amino-3-(2'-deoxy-β-D-ribofuranosyl)imidazo[4,5-b]pyridine

Downstream raw materials:

1-deaza-5’-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine-3’-O-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite]

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