Technology Process of (3S,5R)-1,7-Bis-(tert-butyl-diphenyl-silanyloxy)-heptane-3,5-diol
There total 8 articles about (3S,5R)-1,7-Bis-(tert-butyl-diphenyl-silanyloxy)-heptane-3,5-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: BuLi / diethyl ether / -78 - 20 °C
1.2: 72 percent / diethyl ether / -78 - 20 °C
2.1: H2 / palladium/C/BaSO4 / methanol; quinoline / 2 h / -20 °C
3.1: 88 percent / (+)-DIPT; titanium isopropoxide; tert-butylhydroperoxide / CH2Cl2 / 18.5 h / -20 °C
4.1: 78 percent / SO3*pyridine; DMSO; Et3N / CH2Cl2 / 1 h
5.1: lithium diisopropylamide / hexane; diethyl ether / 1 h / -78 °C
5.2: 0.93 g / hexane; diethyl ether / -78 - 25 °C
6.1: 165 mg / RedAl / tetrahydrofuran / 4 h
7.1: 95 percent / imidazole / dimethylformamide / 12 h
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; pyridine-SO3 complex; L-(+)-diisopropyl tartrate; hydrogen; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide;
palladium on activated charcoal; Pd-BaSO4;
In
tetrahydrofuran; quinoline; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
1.1: Metallation / 1.2: Addition / 2.1: Hydrogenation / 3.1: Epoxidation / 4.1: Oxidation / 5.1: deprotonation / 5.2: Condensation / 6.1: Reduction / 7.1: silylation;
DOI:10.1016/S0040-4020(99)00844-3
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: H2 / palladium/C/BaSO4 / methanol; quinoline / 2 h / -20 °C
2.1: 88 percent / (+)-DIPT; titanium isopropoxide; tert-butylhydroperoxide / CH2Cl2 / 18.5 h / -20 °C
3.1: 78 percent / SO3*pyridine; DMSO; Et3N / CH2Cl2 / 1 h
4.1: lithium diisopropylamide / hexane; diethyl ether / 1 h / -78 °C
4.2: 0.93 g / hexane; diethyl ether / -78 - 25 °C
5.1: 165 mg / RedAl / tetrahydrofuran / 4 h
6.1: 95 percent / imidazole / dimethylformamide / 12 h
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO3 complex; L-(+)-diisopropyl tartrate; hydrogen; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide;
palladium on activated charcoal; Pd-BaSO4;
In
tetrahydrofuran; quinoline; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
1.1: Hydrogenation / 2.1: Epoxidation / 3.1: Oxidation / 4.1: deprotonation / 4.2: Condensation / 5.1: Reduction / 6.1: silylation;
DOI:10.1016/S0040-4020(99)00844-3
