2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose

Base Information

Chemical Name:2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose
CAS No.:1278509-45-7
Molecular Formula:C₃₈H₄₃F₃O₆Si
Molecular Weight:680.837
Hs Code.:

Synonyms:

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Chemical Property of 2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose

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Technology Process of 2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose

There total 6 articles about 2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose 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: 31.0%

: 1278509-43-5
1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1278509-45-7
2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose

Guidance literature:: With pyridine; silver nitrate; In tetrahydrofuran; at 20 ℃; for 8h; Inert atmosphere;
DOI:10.1021/ja102601h

Reference yield:

: C₃₂H₂₉F₃O₅

: 1278509-45-7
2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; formic acid; hydrogen / methanol; ethyl acetate / 2 h / 760.05 Torr

3: pyridine; N-ethyl-N,N-diisopropylamine / 6 h / 20 °C / Inert atmosphere

4: pyridine; silver nitrate / tetrahydrofuran / 8 h / 20 °C / Inert atmosphere

With pyridine; triethylsilane; formic acid; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; silver nitrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ja102601h

Reference yield:

: 2367-76-2
2,4,6-trifluorobromobenzene

: 1278509-45-7
2-O-[(tert-butyl)-dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(2,4,6-trifluorophenyl)-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.33 h / -78 °C / Inert atmosphere

1.2: 5 h / -78 - 20 °C / Inert atmosphere

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; formic acid; hydrogen / methanol; ethyl acetate / 2 h / 760.05 Torr

4.1: pyridine; N-ethyl-N,N-diisopropylamine / 6 h / 20 °C / Inert atmosphere

5.1: pyridine; silver nitrate / tetrahydrofuran / 8 h / 20 °C / Inert atmosphere

With pyridine; triethylsilane; n-butyllithium; formic acid; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; silver nitrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate;
DOI:10.1021/ja102601h