6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine

Base Information

Chemical Name:6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine
CAS No.:1585977-32-7
Molecular Formula:C₅₆H₆₁N₈O₁₁PS
Molecular Weight:1085.19
Hs Code.:

Synonyms:6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine

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Chemical Property of 6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine

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Technology Process of 6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine

There total 3 articles about 6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-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: 77.0%

: 1585977-31-6
6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-8-(6-nitroveratrylthio)-2′-deoxyadenosine

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

: 1585977-32-7
6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1039/c3ob42427h

Reference yield:

: 1585977-30-5
(4,5-dimethoxy-2-nitrophenyl)methanethiol

: 1585977-32-7
6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

With potassium carbonate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob42427h

Reference yield:

: 53413-67-5
6-nitroveratrylbromide

: 1585977-32-7
6-N-benzoyl-5'-O-(4,4′-dimethoxytrityl)-3'-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium thioacetate / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

1.2: 12 h / 60 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

With potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium thioacetate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob42427h