Technology Process of (1aR,6aβ,7aβ)-Decahydro-7α-hydroxy-1aβ,2aα,6,6-tetramethylnaphth[2,3-b]oxirene-2α-methanol
There total 19 articles about (1aR,6aβ,7aβ)-Decahydro-7α-hydroxy-1aβ,2aα,6,6-tetramethylnaphth[2,3-b]oxirene-2α-methanol which
guide to synthetic route it.
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synthetic route:
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110612-11-8
(1R,4S,4aR,8aS)-4-(Hydroxymethyl)-3,4a,8,8-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-ol
- Guidance literature:
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With
3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
at 20 ℃;
for 0.416667h;
DOI:10.1055/s-2000-8225
- Guidance literature:
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Multi-step reaction with 9 steps
1: siglet oxigen
2: 79 percent / KOH / dioxane / Heating
3: 84 percent / methanesulfonic anhydride, Et3N, DMAP / CH2Cl2 / 15 h / Heating
4: 81 percent / m-CpBA / CH2Cl2 / 35 h / 25 °C
5: 52 percent / Li/NH3 / tetrahydrofuran / 0.5 h / -78 °C
6: PCC / CH2Cl2 / 2 h / 25 °C
7: 91 percent / DIBAL / tetrahydrofuran; hexane / 0.75 h / -5 °C
8: LiAlH4 / diethyl ether
9: VO(acac)2/TBHP / CH2Cl2
With
tert.-butylhydroperoxide; dmap; potassium hydroxide; lithium aluminium tetrahydride; bis(acetylacetonate)oxovanadium; siglet oxigen; ammonia; lithium; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; Methanesulfonic anhydride;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)98250-9
- Guidance literature:
-
Multi-step reaction with 9 steps
1: LDA / tetrahydrofuran / 38 h / -78 - 25 °C
2: 79 percent / KOH / dioxane / Heating
3: 84 percent / methanesulfonic anhydride, Et3N, DMAP / CH2Cl2 / 15 h / Heating
4: 81 percent / m-CpBA / CH2Cl2 / 35 h / 25 °C
5: 52 percent / Li/NH3 / tetrahydrofuran / 0.5 h / -78 °C
6: PCC / CH2Cl2 / 2 h / 25 °C
7: 91 percent / DIBAL / tetrahydrofuran; hexane / 0.75 h / -5 °C
8: LiAlH4 / diethyl ether
9: VO(acac)2/TBHP / CH2Cl2
With
tert.-butylhydroperoxide; dmap; potassium hydroxide; lithium aluminium tetrahydride; bis(acetylacetonate)oxovanadium; ammonia; lithium; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide; Methanesulfonic anhydride;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)98250-9