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

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Chemical Name:1-[5-N,N-dimethylamino-2-(2-quinolinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite
CAS No.:889664-44-2
Molecular Formula:C₅₃H₅₉N₆O₆P
Molecular Weight:907.062
Hs Code.:

1-[5-N,N-dimethylamino-2-(2-quinolinyl)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-quinolinyl)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-quinolinyl)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-quinolinyl)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-quinolinyl)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: 88.0%

: 889664-43-1
1-[5-N,N-dimethylamino-2-(2-quinolinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether

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

: 889664-44-2
1-[5-N,N-dimethylamino-2-(2-quinolinyl)benzimidazole]-1'-α-deoxyriboside-5'-O-(4,4'-dimethoxytrityl) ether-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ja0581806

Reference yield:

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

: 889664-44-2
1-[5-N,N-dimethylamino-2-(2-quinolinyl)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 / 24 h / 150 °C

3: 39 percent / NaH / N,N-dimethyl-acetamide / 1 h / 20 °C

4: 88 percent / NaOMe / methanol; CH₂Cl₂ / 1 h / 20 °C

5: 85 percent / p-N,N-dimethylaminopyridine / pyridine / 5 h / 20 °C

6: 88 percent / N,N,diisopropylethylamine / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; sodium tetrahydroborate; sodium methylate; sodium hydride; N-ethyl-N,N-diisopropylamine; 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

: 889664-44-2
1-[5-N,N-dimethylamino-2-(2-quinolinyl)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 / 24 h / 150 °C

4: 39 percent / NaH / N,N-dimethyl-acetamide / 1 h / 20 °C

5: 88 percent / NaOMe / methanol; CH₂Cl₂ / 1 h / 20 °C

6: 85 percent / p-N,N-dimethylaminopyridine / pyridine / 5 h / 20 °C

7: 88 percent / N,N,diisopropylethylamine / CH₂Cl₂ / 0.5 h / 20 °C

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