Technology Process of (3S,6R,7R)-8,8-bis(benzenesulfonyl)-13-fluoro-6-{[(1R,2S,5R)-5methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxatricyclo[8.4.0.03,7]tetradeca-1(14),10,12-trien-4-one
There total 10 articles about (3S,6R,7R)-8,8-bis(benzenesulfonyl)-13-fluoro-6-{[(1R,2S,5R)-5methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxatricyclo[8.4.0.03,7]tetradeca-1(14),10,12-trien-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
10 wt% Pd(OH)2 on carbon; acetic acid;
In
ethyl acetate;
at 20 ℃;
for 36h;
under 2585.81 Torr;
DOI:10.1039/c3ob40115d
- Guidance literature:
-
Multi-step reaction with 6 steps
1: hydrogenchloride / hexane; tetrahydrofuran; water / 3 h / Cooling with ice
2: n-butyllithium; diphenyl diselenide / hexane; tetrahydrofuran / 8 h / -60 - -20 °C
3: dmap; pyridine / dichloromethane / 3 h / 0 °C / Cooling with ice
4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 7 h / 0 °C / Cooling with ice
5: caesium carbonate / tetrahydrofuran / 1.33 h / 0 - 20 °C / Cooling with ice
6: 10 wt% Pd(OH)2 on carbon; acetic acid / ethyl acetate / 36 h / 20 °C / 2585.81 Torr
With
pyridine; hydrogenchloride; dmap; n-butyllithium; diphenyl diselenide; 10 wt% Pd(OH)2 on carbon; caesium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate;
DOI:10.1039/c3ob40115d
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane
2.1: diisobutylaluminium hydride; hydrogen bromide / dichloromethane / Cooling with ice
3.1: toluene-4-sulfonic acid / methanol / 1 h / 50 °C
4.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -78 - 0 °C / Cooling with ice
4.2: 0.67 h / -78 - 0 °C / Cooling with ice
5.1: hydrogenchloride / hexane; tetrahydrofuran; water / 3 h / Cooling with ice
6.1: n-butyllithium; diphenyl diselenide / hexane; tetrahydrofuran / 8 h / -60 - -20 °C
7.1: dmap; pyridine / dichloromethane / 3 h / 0 °C / Cooling with ice
8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 7 h / 0 °C / Cooling with ice
9.1: caesium carbonate / tetrahydrofuran / 1.33 h / 0 - 20 °C / Cooling with ice
10.1: 10 wt% Pd(OH)2 on carbon; acetic acid / ethyl acetate / 36 h / 20 °C / 2585.81 Torr
With
pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); diphenyl diselenide; 10 wt% Pd(OH)2 on carbon; hydrogen bromide; diisobutylaluminium hydride; caesium carbonate; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; water; ethyl acetate;
DOI:10.1039/c3ob40115d
![(6R,7R)-8,8-bis(benzenesulfonyl)-13-fluoro-6-{[(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxatricyclo[8.4.0.0]tetradeca-1<sup>(14)</sup>,2,10,12-tetraen-4-one](/Databaselist/images/loading.webp)
