3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

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Chemical Name:3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine
CAS No.:1275586-50-9
Molecular Formula:C₅₄H₅₇N₈O₉P
Molecular Weight:993.069
Hs Code.:

Synonyms:3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

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Chemical Property of 3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

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Technology Process of 3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

There total 9 articles about 3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-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: 78.0%

: 1275586-48-5
5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

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

: 1275586-50-9
3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol200141v

Reference yield:

: 876057-74-8
1-bromo-1-(3-nitrodibenzofuran-2-yl)-ethane

: 1275586-50-9
3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 6 steps

1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2: triphenylphosphine / tetrahydrofuran; acetonitrile / 20 - 70 °C / Inert atmosphere

3: dmap; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 168 h / 90 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

5: pyridine / 20 °C / Inert atmosphere

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

With pyridine; dmap; sodium azide; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2: Staudinger reaction;
DOI:10.1021/ol200141v

Reference yield:

: 1275586-41-8
1-(3-nitrodibenzofuran-2-yl)ethaneamine

: 1275586-50-9
3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 168 h / 90 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: pyridine / 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol200141v