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

Base Information

• Chemical Name: 1-deaza-5’-O-(4.4’-dimethoxytrityl)-N⁶-(N,N-dimethylaminomethylene)-2’-deoxyadenosine-3’-O-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite]
• CAS No.: 1414781-83-1
• Molecular Formula: C₄₄H₅₄N₇O₆P
• Molecular Weight: 807.93

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

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

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

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

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-3’-O-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite] (1414781-83-1)

Guidance literature:

Multi-step reaction with 3 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

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere

With pyridine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;

DOI:10.1021/ja309082k

upstream raw materials:

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

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

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

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