1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Base Information

Chemical Name:1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)
CAS No.:889664-42-0
Molecular Formula:C₄₉H₅₇N₆O₆P
Molecular Weight:857.002
Hs Code.:

1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Synonyms:1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

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Chemical Property of 1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

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Technology Process of 1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

There total 7 articles about 1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-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: 57.0%

: 889664-41-9
1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 889664-42-0
1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Guidance literature:: With dipropylethylamine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ja0581806

Reference yield:

: 20691-71-8
5-(dimethylamino)-2-nitroaniline

: 889664-42-0
1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / NaBH₄ / Pd/C / methanol; ethyl acetate

2: nitrobenzene / 2 h / 150 °C

3: NaH / N,N-dimethyl-acetamide / 2 h / 20 °C

4: NaOMe / methanol; CH₂Cl₂ / 1 h / 20 °C

5: 76 percent / p-N,N-dimethylaminopyridine / pyridine / 2 h / 20 °C

6: 57 percent / N,N-diisopripylethylamine / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; sodium tetrahydroborate; dipropylethylamine; sodium methylate; sodium hydride; palladium on activated charcoal; In pyridine; methanol; dichloromethane; N,N-dimethyl acetamide; ethyl acetate; nitrobenzene;
DOI:10.1021/ja0581806

Reference yield:

: 1635-61-6
5-chloro-2-nitroaniline

: 889664-42-0
1-[5-N,N-dimethylamino-2-(2-pyridinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / K₂CO₃ / H₂O; dimethylformamide / 12 h / 150 °C

2: 80 percent / NaBH₄ / Pd/C / methanol; ethyl acetate

3: nitrobenzene / 2 h / 150 °C

4: NaH / N,N-dimethyl-acetamide / 2 h / 20 °C

5: NaOMe / methanol; CH₂Cl₂ / 1 h / 20 °C

6: 76 percent / p-N,N-dimethylaminopyridine / pyridine / 2 h / 20 °C

7: 57 percent / N,N-diisopripylethylamine / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; sodium tetrahydroborate; dipropylethylamine; sodium methylate; sodium hydride; potassium carbonate; palladium on activated charcoal; In pyridine; methanol; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; nitrobenzene; N,N-dimethyl-formamide;
DOI:10.1021/ja0581806