3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

Base Information

Chemical Name:3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine
CAS No.:1391913-19-1
Molecular Formula:C₅₀H₅₄FN₈O₉P
Molecular Weight:960.999
Hs Code.:

3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

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Chemical Property of 3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

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Technology Process of 3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

There total 7 articles about 3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine 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%

: 1391913-18-0
5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 1391913-19-1
3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

Guidance literature:: With 1H-tetrazole; In dichloromethane; acetonitrile;
DOI:10.1002/anie.201109004

Reference yield:

: 1391913-16-8
9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-guanine

: 1391913-19-1
3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / 48 h / 40 °C / pH 4.5 / aq. acetate buffer

2: pyridine / 8 h / 20 °C

3: 1H-tetrazole / dichloromethane; acetonitrile

With pyridine; 1H-tetrazole; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.201109004

Reference yield:

: 1391913-17-9
9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

: 1391913-19-1
3'-O-[(N,N-diisopropylamino)-2-cyanoethoxyphosphinyl]-5'-O-(4,4'-dimethoxytrityl)-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-O6-(p-nitrophenethyl)-N2,3-ethenoguanine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 8 h / 20 °C

2: 1H-tetrazole / dichloromethane; acetonitrile

With pyridine; 1H-tetrazole; In dichloromethane; acetonitrile;
DOI:10.1002/anie.201109004