Technology Process of Toluene-4-sulfonic acid (1R,3aS,4S,7aR)-4-methyl-6-oxo-hexahydro-furo[3,4-c]pyran-1-ylmethyl ester
There total 7 articles about Toluene-4-sulfonic acid (1R,3aS,4S,7aR)-4-methyl-6-oxo-hexahydro-furo[3,4-c]pyran-1-ylmethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) NaH / 1.) DMF, THF, from 0 deg C to room temp., 1.5 h, 2.) from -20 deg C to room temp., 2 h
2: 1.) diisobutylaluminum hydride, 2.) 28percent NH4OH / 1.) toluene, 0 deg C, 1 h, 2.) THF, MeOH, room temp., 15 d
3: aq. NaIO4 / methanol / 2 h / 0 °C
4: ethylenediammonium diacetate / propan-2-ol / 1.) 0 deg C, 2 h, 2.) room temp., 13 h
5: dioxane; H2O / 3.5 h
6: 4.20 g / H2, concd HCl / 10percent Pd/C / ethanol / 5.5 h / 760 Torr / Ambient temperature
7: pyridine / 10 h / Ambient temperature
With
pyridine; hydrogenchloride; ammonium hydroxide; sodium periodate; hydrogen; sodium hydride; diisobutylaluminium hydride; ethylenediamine diacetic acid;
palladium on activated charcoal;
In
1,4-dioxane; methanol; ethanol; water; isopropyl alcohol;
DOI:10.3987/COM-89-S70
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) diisobutylaluminum hydride, 2.) 28percent NH4OH / 1.) toluene, 0 deg C, 1 h, 2.) THF, MeOH, room temp., 15 d
2: aq. NaIO4 / methanol / 2 h / 0 °C
3: ethylenediammonium diacetate / propan-2-ol / 1.) 0 deg C, 2 h, 2.) room temp., 13 h
4: dioxane; H2O / 3.5 h
5: 4.20 g / H2, concd HCl / 10percent Pd/C / ethanol / 5.5 h / 760 Torr / Ambient temperature
6: pyridine / 10 h / Ambient temperature
With
pyridine; hydrogenchloride; ammonium hydroxide; sodium periodate; hydrogen; diisobutylaluminium hydride; ethylenediamine diacetic acid;
palladium on activated charcoal;
In
1,4-dioxane; methanol; ethanol; water; isopropyl alcohol;
DOI:10.3987/COM-89-S70
- Guidance literature:
-
Multi-step reaction with 8 steps
1: NaBH4 / methanol / 3.5 h / 0 °C
2: 1.) NaH / 1.) DMF, THF, from 0 deg C to room temp., 1.5 h, 2.) from -20 deg C to room temp., 2 h
3: 1.) diisobutylaluminum hydride, 2.) 28percent NH4OH / 1.) toluene, 0 deg C, 1 h, 2.) THF, MeOH, room temp., 15 d
4: aq. NaIO4 / methanol / 2 h / 0 °C
5: ethylenediammonium diacetate / propan-2-ol / 1.) 0 deg C, 2 h, 2.) room temp., 13 h
6: dioxane; H2O / 3.5 h
7: 4.20 g / H2, concd HCl / 10percent Pd/C / ethanol / 5.5 h / 760 Torr / Ambient temperature
8: pyridine / 10 h / Ambient temperature
With
pyridine; hydrogenchloride; ammonium hydroxide; sodium tetrahydroborate; sodium periodate; hydrogen; sodium hydride; diisobutylaluminium hydride; ethylenediamine diacetic acid;
palladium on activated charcoal;
In
1,4-dioxane; methanol; ethanol; water; isopropyl alcohol;
DOI:10.3987/COM-89-S70
![[(4S,5S)-5-Hydroxymethyl-2-((E)-propenyl)-[1,3]dioxolan-4-yl]-methanol](/Databaselist/images/loading.webp)
