Technology Process of (3S,6R,7S,8S)-9-benzyloxy-1,3,7-trihydroxy-4,4,6,8-tetramethylnonan-5-one
There total 14 articles about (3S,6R,7S,8S)-9-benzyloxy-1,3,7-trihydroxy-4,4,6,8-tetramethylnonan-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen fluoride; water;
In
acetonitrile;
at 0 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 93 percent / 1 h / -78 - 0 °C
2: 93 percent / NaH / toluene; tetrahydrofuran / 1 h / 0 - 20 °C
3: 99 percent / DIBAl-H / diethyl ether / 3 h / 0 - 20 °C
4: 96 percent / tBuOOH; Ti(OiPr)4; (-)-diethyl tartrate / CH2Cl2 / -40 - 20 °C
5: 96 percent / Red-Al / tetrahydrofuran / 1 h / 0 °C
6: 98 percent / imidazole / dimethylformamide / 44 h / 60 °C
7: 80 percent / H2 / Pd/C / ethanol / 48 h / 20 °C
8: 97 percent / 1 h / -78 - 0 °C
9: 82 percent / diethyl ether / 0.5 h / 0 °C
10: 80 percent / CrO3; H2SO4 / acetic acid / 2 h
11: 74 percent / LDA / tetrahydrofuran / -78 °C
12: 96 percent / HF; H2O / acetonitrile / 0 - 20 °C
With
1H-imidazole; chromium(VI) oxide; titanium(IV) isopropylate; tert.-butylhydroperoxide; sulfuric acid; hydrogen fluoride; water; hydrogen; sodium hydride; diisobutylaluminium hydride; (-)-diethyl tartrate; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;
1: Oxidation / 2: Alkylation / 3: Reduction / 4: Sharpless asymmetric epoxidation / 5: Reduction / 6: Silylation / 7: Catalytic hydrogenation / 8: Oxidation / 9: Grignard reaction / 10: Oxidation / 11: Addition / 12: Hydrolysis;
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 93 percent / NaH / toluene; tetrahydrofuran / 1 h / 0 - 20 °C
2: 99 percent / DIBAl-H / diethyl ether / 3 h / 0 - 20 °C
3: 96 percent / tBuOOH; Ti(OiPr)4; (-)-diethyl tartrate / CH2Cl2 / -40 - 20 °C
4: 96 percent / Red-Al / tetrahydrofuran / 1 h / 0 °C
5: 98 percent / imidazole / dimethylformamide / 44 h / 60 °C
6: 80 percent / H2 / Pd/C / ethanol / 48 h / 20 °C
7: 97 percent / 1 h / -78 - 0 °C
8: 82 percent / diethyl ether / 0.5 h / 0 °C
9: 80 percent / CrO3; H2SO4 / acetic acid / 2 h
10: 74 percent / LDA / tetrahydrofuran / -78 °C
11: 96 percent / HF; H2O / acetonitrile / 0 - 20 °C
With
1H-imidazole; chromium(VI) oxide; titanium(IV) isopropylate; tert.-butylhydroperoxide; sulfuric acid; hydrogen fluoride; water; hydrogen; sodium hydride; diisobutylaluminium hydride; (-)-diethyl tartrate; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;
1: Alkylation / 2: Reduction / 3: Sharpless asymmetric epoxidation / 4: Reduction / 5: Silylation / 6: Catalytic hydrogenation / 7: Oxidation / 8: Grignard reaction / 9: Oxidation / 10: Addition / 11: Hydrolysis;
