Technology Process of (1R,5S,7aR)-7a-methyl-2,3,5,6,7,7a-hexahydrospiro[indene-1,2'-oxiran]-5-yl 2-(phenylthio)acetate
There total 8 articles about (1R,5S,7aR)-7a-methyl-2,3,5,6,7,7a-hexahydrospiro[indene-1,2'-oxiran]-5-yl 2-(phenylthio)acetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; toluene;
at 0 ℃;
for 0.666667h;
Inert atmosphere;
DOI:10.1021/jo201153h
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere
2: diisobutylaluminium hydride / hexane; dichloromethane / 0.67 h / -78 °C / Inert atmosphere
3: dmap; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
5: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.67 h / 0 °C / Inert atmosphere
With
1H-imidazole; dmap; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
5: Mitsunobu reaction;
DOI:10.1021/jo201153h
- Guidance literature:
-
Multi-step reaction with 7 steps
1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 2 h / -78 °C / Inert atmosphere
2: diisobutylaluminium hydride / diethyl ether; hexane / -78 - -40 °C / Inert atmosphere
3: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere
4: diisobutylaluminium hydride / hexane; dichloromethane / 0.67 h / -78 °C / Inert atmosphere
5: dmap; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
7: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.67 h / 0 °C / Inert atmosphere
With
1H-imidazole; dmap; sodium tetrahydroborate; cerium(III) chloride heptahydrate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
7: Mitsunobu reaction;
DOI:10.1021/jo201153h