Technology Process of (1R,2R,6S)-2-Benzyloxymethyl-6-{[((R)-2-hydroxymethyl-3,3-dimethyl-butyl)-methyl-amino]-methyl}-4,4-dimethyl-cyclohexanol
There total 8 articles about (1R,2R,6S)-2-Benzyloxymethyl-6-{[((R)-2-hydroxymethyl-3,3-dimethyl-butyl)-methyl-amino]-methyl}-4,4-dimethyl-cyclohexanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) lithium diisopropylamide / 1.) THF, hexanes, 0 deg C, 20 min, 2.) THF, hexanes, room temperature, overnight
2: cerium(III) chloride heptahydrate, sodium borohydride / methanol
3: 99 percent / imidazole / dimethylformamide / Ambient temperature
4: 100 percent / diisobutylaluminum hydride / toluene / 2 h / -78 °C
5: 93 percent / triethylamine, sulfur trioxide-pyridine complex / dimethylsulfoxide; CH2Cl2 / 1.5 h / Ambient temperature
6: 1.) titanium(IV) isopropoxide, 2.) sodium cyanoborohydride / 1.) room temperature, 2 h, 2.) ethanol, 20 h
7: 19.3 mg / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature
With
1H-imidazole; titanium(IV) isopropylate; sodium tetrahydroborate; cerium(III) chloride; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo971935+
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 95 percent / sodium hydride / tetrahydrofuran / 2 h / Heating
2: 1.) lithium diisopropylamide / 1.) THF, hexanes, 0 deg C, 20 min, 2.) THF, hexanes, room temperature, overnight
3: cerium(III) chloride heptahydrate, sodium borohydride / methanol
4: 99 percent / imidazole / dimethylformamide / Ambient temperature
5: 100 percent / diisobutylaluminum hydride / toluene / 2 h / -78 °C
6: 93 percent / triethylamine, sulfur trioxide-pyridine complex / dimethylsulfoxide; CH2Cl2 / 1.5 h / Ambient temperature
7: 1.) titanium(IV) isopropoxide, 2.) sodium cyanoborohydride / 1.) room temperature, 2 h, 2.) ethanol, 20 h
8: 19.3 mg / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature
With
1H-imidazole; titanium(IV) isopropylate; sodium tetrahydroborate; cerium(III) chloride; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo971935+
- Guidance literature:
-
Multi-step reaction with 6 steps
1: cerium(III) chloride heptahydrate, sodium borohydride / methanol
2: 99 percent / imidazole / dimethylformamide / Ambient temperature
3: 100 percent / diisobutylaluminum hydride / toluene / 2 h / -78 °C
4: 93 percent / triethylamine, sulfur trioxide-pyridine complex / dimethylsulfoxide; CH2Cl2 / 1.5 h / Ambient temperature
5: 1.) titanium(IV) isopropoxide, 2.) sodium cyanoborohydride / 1.) room temperature, 2 h, 2.) ethanol, 20 h
6: 19.3 mg / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature
With
1H-imidazole; titanium(IV) isopropylate; sodium tetrahydroborate; cerium(III) chloride; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo971935+