Technology Process of (S)-3-(tert-butyl)-9a-(2-phenoxyethyl)-8,9,9a,10-tetrahydrofluoreno[1,2-d][1,2,3]triazol-7(3H)-one
There total 15 articles about (S)-3-(tert-butyl)-9a-(2-phenoxyethyl)-8,9,9a,10-tetrahydrofluoreno[1,2-d][1,2,3]triazol-7(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium iodide / Inert atmosphere
2.1: lithium hexamethyldisilazane; 1,4-diaza-bicyclo[2.2.2]octane / methanol; tetrahydrofuran / 10 - 30 °C / Inert atmosphere; Large scale
3.1: lithium hexamethyldisilazane / tetrahydrofuran / Inert atmosphere; Cooling; Large scale
4.1: n-hexyllithium / tetrahydrofuran; toluene; hexane / 0.92 h / -57 - -15 °C / Inert atmosphere; Large scale
4.2: 20 °C / Inert atmosphere; Large scale
5.1: acetic acid; piperidine / toluene / Dean-Stark; Heating; Large scale
With
piperidine; 1,4-diaza-bicyclo[2.2.2]octane; n-hexyllithium; acetic acid; sodium iodide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; hexane; toluene;
DOI:10.1021/op5000489
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogen; toluene-4-sulfonic acid; / methanol / 4 h / 15 - 25 °C / 3750.38 Torr / Inert atmosphere; Large scale
2.1: hydrogenchloride / water / 0.08 h / Inert atmosphere; Large scale
2.2: 0 - 10 °C / Large scale
3.1: n-hexyllithium; tert-butylmagnesium chloride; 2,2,6,6-tetramethyl-piperidine / tetrahydrofuran; hexane / 3.42 h / -45 - -10 °C / Inert atmosphere; Large scale
3.2: Inert atmosphere; Large scale
4.1: sodium tetrahydroborate / ethanol / -30 - -20 °C / Inert atmosphere; Large scale
5.1: phosphorus tribromide / tetrahydrofuran / 0 - 5 °C / Inert atmosphere; Large scale
6.1: lithium hexamethyldisilazane / tetrahydrofuran / Inert atmosphere; Cooling; Large scale
7.1: n-hexyllithium / tetrahydrofuran; toluene; hexane / 0.92 h / -57 - -15 °C / Inert atmosphere; Large scale
7.2: 20 °C / Inert atmosphere; Large scale
8.1: acetic acid; piperidine / toluene / Dean-Stark; Heating; Large scale
With
piperidine; 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; sodium tetrahydroborate; tert-butylmagnesium chloride; hydrogen; n-hexyllithium; phosphorus tribromide; toluene-4-sulfonic acid; acetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; ethanol; hexane; water; toluene;
DOI:10.1021/op5000489
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-hexyllithium; tert-butylmagnesium chloride; 2,2,6,6-tetramethyl-piperidine / tetrahydrofuran; hexane / 3.42 h / -45 - -10 °C / Inert atmosphere; Large scale
1.2: Inert atmosphere; Large scale
2.1: sodium tetrahydroborate / ethanol / -30 - -20 °C / Inert atmosphere; Large scale
3.1: phosphorus tribromide / tetrahydrofuran / 0 - 5 °C / Inert atmosphere; Large scale
4.1: lithium hexamethyldisilazane / tetrahydrofuran / Inert atmosphere; Cooling; Large scale
5.1: n-hexyllithium / tetrahydrofuran; toluene; hexane / 0.92 h / -57 - -15 °C / Inert atmosphere; Large scale
5.2: 20 °C / Inert atmosphere; Large scale
6.1: acetic acid; piperidine / toluene / Dean-Stark; Heating; Large scale
With
piperidine; 2,2,6,6-tetramethyl-piperidine; sodium tetrahydroborate; tert-butylmagnesium chloride; n-hexyllithium; phosphorus tribromide; acetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; ethanol; hexane; toluene;
DOI:10.1021/op5000489