Technology Process of (-)-(4R,5R)-3-benzyl-5-(1,2-dihydroxyheptyl)-4-methoxycarbonyloxazolidin-2-one
There total 8 articles about (-)-(4R,5R)-3-benzyl-5-(1,2-dihydroxyheptyl)-4-methoxycarbonyloxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
osmium(VIII) oxide; 4-methylmorpholine N-oxide;
In
phosphate buffer; acetone;
at 20 ℃;
for 16h;
pH=6.8;
DOI:10.1016/S0040-4020(99)01024-8
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 100 percent / (S)-hydroxynitrile lyase from Hevea brasiliensis / Enzymatic reaction
2.1: 90 percent / imidazole / dimethylformamide / 20 °C
3.1: DIBALH / diethyl ether; hexane / 3 h / -70 °C
4.1: diethyl ether; hexane; methanol / 1.67 h / 20 °C
4.2: 14.00 g / ammonium bromide / diethyl ether; hexane; methanol / -45 - 20 °C
5.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C
6.1: 84 percent / CH2Cl2 / 1 h / 20 °C
7.1: HCl / diethyl ether / 24 h / 10 °C
7.2: 88 percent / water / methanol; diethyl ether / 0.33 h / 4 °C
8.1: 93 percent / OsO4; N-methylmorpholino-N-oxide / acetone; aq. phosphate buffer / 16 h / 20 °C / pH 6.8
With
1H-imidazole; hydrogenchloride; osmium(VIII) oxide; (S)-hydroxynitrile lyase from Hevea brasiliensis; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; phosphate buffer; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
1.1: Addition / 2.1: silylation / 3.1: Reduction / 4.1: Condensation / 4.2: Addition / 5.1: desilylation / 6.1: Substitution / 7.1: Addition / 7.2: Hydrolysis / 8.1: hydroxylation;
DOI:10.1016/S0040-4020(99)01024-8
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 90 percent / imidazole / dimethylformamide / 20 °C
2.1: DIBALH / diethyl ether; hexane / 3 h / -70 °C
3.1: diethyl ether; hexane; methanol / 1.67 h / 20 °C
3.2: 14.00 g / ammonium bromide / diethyl ether; hexane; methanol / -45 - 20 °C
4.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C
5.1: 84 percent / CH2Cl2 / 1 h / 20 °C
6.1: HCl / diethyl ether / 24 h / 10 °C
6.2: 88 percent / water / methanol; diethyl ether / 0.33 h / 4 °C
7.1: 93 percent / OsO4; N-methylmorpholino-N-oxide / acetone; aq. phosphate buffer / 16 h / 20 °C / pH 6.8
With
1H-imidazole; hydrogenchloride; osmium(VIII) oxide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; phosphate buffer; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
1.1: silylation / 2.1: Reduction / 3.1: Condensation / 3.2: Addition / 4.1: desilylation / 5.1: Substitution / 6.1: Addition / 6.2: Hydrolysis / 7.1: hydroxylation;
DOI:10.1016/S0040-4020(99)01024-8
