Technology Process of (2S,4S,6S,8R,9S)-4-(dimethyl-t-butylsiloxy)-8,9-dimethyl-2-<(2E)-3-phenylsulphonylbut-2-enyl>-1,7-dioxaspiro<5.5>undecane
There total 25 articles about (2S,4S,6S,8R,9S)-4-(dimethyl-t-butylsiloxy)-8,9-dimethyl-2-<(2E)-3-phenylsulphonylbut-2-enyl>-1,7-dioxaspiro<5.5>undecane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 12 steps
1: 75 percent / H(1+) / CH2Cl2
2: 75 percent / O3 / methanol / -78 °C
3: 100 percent / 1.) i-Pr2NLi / tetrahydrofuran / -78 °C
4: BF3*Et2O / CH2Cl2 / -78 °C
5: 94 percent / pyridine
6: 55 percent / NaBH4 / 1,2-dimethoxy-ethane / 0 °C
7: 90 percent / NEt3 / dimethylformamide
8: 98 percent / LiAlH4 / diethyl ether
9: 89 percent / pyridinium chlorochromate / CH2Cl2
10: tetrahydrofuran / -78 °C
12: 80 percent / NaOH / dioxane
With
pyridine; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen cation; ozone; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39850001386
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 75 percent / Na, NH3
2: 1.) p-NO2C6H4CO2H, Et2OC-N=N-CO2Et, Ph3P, 2.) NaOMe / 2.) MeOH
3: 75 percent / H(1+) / CH2Cl2
4: 75 percent / O3 / methanol / -78 °C
5: 100 percent / 1.) i-Pr2NLi / tetrahydrofuran / -78 °C
6: BF3*Et2O / CH2Cl2 / -78 °C
7: 94 percent / pyridine
8: 55 percent / NaBH4 / 1,2-dimethoxy-ethane / 0 °C
9: 90 percent / NEt3 / dimethylformamide
10: 98 percent / LiAlH4 / diethyl ether
11: 89 percent / pyridinium chlorochromate / CH2Cl2
12: tetrahydrofuran / -78 °C
14: 80 percent / NaOH / dioxane
With
pyridine; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; ammonia; sodium methylate; sodium; hydrogen cation; ozone; triethylamine; triphenylphosphine; pyridinium chlorochromate; lithium diisopropyl amide; diethylazodicarboxylate; 4-nitro-benzoic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39850001386