Technology Process of 2-[[2-[[(3R,3aR,6S,6aS)-6-fluoro-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxy]-6-chloro-5-(4-phenylphenyl)imidazo[4,5-b]pyridin-1-yl]methoxy]ethyl-trimethyl-silane
There total 9 articles about 2-[[2-[[(3R,3aR,6S,6aS)-6-fluoro-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxy]-6-chloro-5-(4-phenylphenyl)imidazo[4,5-b]pyridin-1-yl]methoxy]ethyl-trimethyl-silane which
guide to synthetic route it.
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synthetic route:
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1394373-59-1
(3R,3aR,6R,6aR)-6-[6-chloro-5-(4-phenylphenyl)-1-(2-trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol
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1394374-10-7
2-[[2-[[(3R,3aR,6S,6aS)-6-fluoro-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxy]-6-chloro-5-(4-phenylphenyl)imidazo[4,5-b]pyridin-1-yl]methoxy]ethyl-trimethyl-silane
- Guidance literature:
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With
diethylamino-sulfur trifluoride;
In
dichloromethane;
at 0 - 20 ℃;
for 21.5h;
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1394374-10-7
2-[[2-[[(3R,3aR,6S,6aS)-6-fluoro-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxy]-6-chloro-5-(4-phenylphenyl)imidazo[4,5-b]pyridin-1-yl]methoxy]ethyl-trimethyl-silane
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: N-chloro-succinimide; acetic acid / 80 °C
2.1: sodium iodide; acetic acid / 2 h / 90 °C
3.1: ethanol / tin(II) chloride hydrate / 0.5 h / 70 °C
4.1: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
5.1: potassium hydroxide / ethanol / 0.5 h / 20 °C
5.2: 1 h / 20 °C
6.1: Oxone / acetonitrile; water / 18 h / 20 °C
7.1: potassium phosphate / palladium diacetate; catacxium A / water; tetrahydrofuran / 42 h / 45 °C / Inert atmosphere
8.1: triethylamine / tetrahydrofuran / 0.25 h / 0 - 20 °C
9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / ISOPROPYLAMIDE / 20 °C
10.1: diethylamino-sulfur trifluoride / dichloromethane / 21.5 h / 0 - 20 °C
With
Oxone; potassium phosphate; N-chloro-succinimide; ethanol; diethylamino-sulfur trifluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium iodide; potassium hydroxide;
dmap; tin(II) chloride hydrate; palladium diacetate; catacxium A;
In
tetrahydrofuran; ethanol; dichloromethane; ISOPROPYLAMIDE; water; acetonitrile;
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1394374-10-7
2-[[2-[[(3R,3aR,6S,6aS)-6-fluoro-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxy]-6-chloro-5-(4-phenylphenyl)imidazo[4,5-b]pyridin-1-yl]methoxy]ethyl-trimethyl-silane
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: sodium iodide; acetic acid / 2 h / 90 °C
2.1: ethanol / tin(II) chloride hydrate / 0.5 h / 70 °C
3.1: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
4.1: potassium hydroxide / ethanol / 0.5 h / 20 °C
4.2: 1 h / 20 °C
5.1: Oxone / acetonitrile; water / 18 h / 20 °C
6.1: potassium phosphate / palladium diacetate; catacxium A / water; tetrahydrofuran / 42 h / 45 °C / Inert atmosphere
7.1: triethylamine / tetrahydrofuran / 0.25 h / 0 - 20 °C
8.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / ISOPROPYLAMIDE / 20 °C
9.1: diethylamino-sulfur trifluoride / dichloromethane / 21.5 h / 0 - 20 °C
With
Oxone; potassium phosphate; ethanol; diethylamino-sulfur trifluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium iodide; potassium hydroxide;
dmap; tin(II) chloride hydrate; palladium diacetate; catacxium A;
In
tetrahydrofuran; ethanol; dichloromethane; ISOPROPYLAMIDE; water; acetonitrile;