Technology Process of (4R,5S)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester
There total 8 articles about (4R,5S)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) Et2AlCl / 1.) Et2O, room temp., 15 min, 2.) Et2O, -60 deg C, 6 h
2: 1.) H2 / 1.) Pd(OH)2/C / 1.) MeOH, 70 psi, 3 d, 2.) 1,4-dioxane, room temp., 16 h
3: 96 percent / p-toluensulfonic acid monohydrate / methanol / 4 h / Heating
4: 91 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature
5: 80 percent / (1R)-(-)-10-camphorsulfonic acid / acetone / 0.5 h / Ambient temperature
6: 86 percent / Bu4NF / tetrahydrofuran / 1 h / Heating
7: NaIO4, RuO2 monohydrate, NaHCO3 / H2O; CCl4; acetonitrile / Ambient temperature
8: diethyl ether / 0 °C
With
1H-imidazole; dmap; ruthenium(IV) oxide; sodium periodate; (R)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; hydrogen; diethylaluminium chloride; sodium hydrogencarbonate; toluene-4-sulfonic acid;
palladium dihydroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4020(98)00741-8
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) H2 / 1.) Pd(OH)2/C / 1.) MeOH, 70 psi, 3 d, 2.) 1,4-dioxane, room temp., 16 h
2: 96 percent / p-toluensulfonic acid monohydrate / methanol / 4 h / Heating
3: 91 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature
4: 80 percent / (1R)-(-)-10-camphorsulfonic acid / acetone / 0.5 h / Ambient temperature
5: 86 percent / Bu4NF / tetrahydrofuran / 1 h / Heating
6: NaIO4, RuO2 monohydrate, NaHCO3 / H2O; CCl4; acetonitrile / Ambient temperature
7: diethyl ether / 0 °C
With
1H-imidazole; dmap; ruthenium(IV) oxide; sodium periodate; (R)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid;
palladium dihydroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4020(98)00741-8
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 91 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature
2: 80 percent / (1R)-(-)-10-camphorsulfonic acid / acetone / 0.5 h / Ambient temperature
3: 86 percent / Bu4NF / tetrahydrofuran / 1 h / Heating
4: NaIO4, RuO2 monohydrate, NaHCO3 / H2O; CCl4; acetonitrile / Ambient temperature
5: diethyl ether / 0 °C
With
1H-imidazole; dmap; ruthenium(IV) oxide; sodium periodate; (R)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; sodium hydrogencarbonate;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4020(98)00741-8