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

Base Information

Chemical Name:5'-O-(4,4′-dimethoxytrityl)-3′-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2′-deoxyinosine
CAS No.:1585977-34-9
Molecular Formula:C₄₉H₅₆N₇O₁₁PS
Molecular Weight:982.064
Hs Code.:

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

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

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

There total 3 articles about 5'-O-(4,4′-dimethoxytrityl)-3′-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2′-deoxyinosine 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: 74.0%

: 1585977-33-8
5'-O-(4,4′-dimethoxytrityl)-8-(6-nitroveratrylthio)-2'-deoxyinosine

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

: 1585977-34-9
5'-O-(4,4′-dimethoxytrityl)-3′-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2′-deoxyinosine

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

: 1585977-34-9
5'-O-(4,4′-dimethoxytrityl)-3′-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2′-deoxyinosine

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2: pyridine / 5 h / 20 °C / Inert atmosphere

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

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

Reference yield:

: 53413-67-5
6-nitroveratrylbromide

: 1585977-34-9
5'-O-(4,4′-dimethoxytrityl)-3′-O-(N,N-diisopropyl-β-cyanoethylphosphoramidyl)-8-(6-nitroveratrylthio)-2′-deoxyinosine

Guidance literature:: Multi-step reaction with 4 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 / 24 h / 20 °C / Inert atmosphere

3.1: pyridine / 5 h / 20 °C / Inert atmosphere

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

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