Technology Process of (2'R,3'S,4R,4'S,5S,6'R)-(+)-3-(2'-ethyl-3',7'-dihydroxy-4',6'-dimethyl-1'-oxoheptyl)-4-methyl-5-phenyloxazolidin-2-one
There total 9 articles about (2'R,3'S,4R,4'S,5S,6'R)-(+)-3-(2'-ethyl-3',7'-dihydroxy-4',6'-dimethyl-1'-oxoheptyl)-4-methyl-5-phenyloxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalic acid;
In
methanol;
at 25 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) butyllithium / 1.) THF/hexane, -78 deg C, 1 h, 2.) 1 h
2: 1.) 9-borabicyclo<3.3.1>non-9-yl trifluoromethanesulfonate, diisopropylethylamine / 1.) dichloromethane, 0 deg C, 0.5 h, 2a.) -78 deg C, 0.5 h, 2b.) RT, 1.5 h
3: 85 percent / 4-dimethylaminopyridine / CH2Cl2 / 15 h / 25 °C
4: 1.) C6H13BH2 (from borane-tetrahydrofuran and 2,3-dimethylbut-2-ene), 2.) aq. sodium bicarbonate, 30percent H2O2 / 1.) THF, 0 deg C, 5 h, 2.) 25 deg C, 12 h
5: 91 percent / oxalic acid / methanol / 1 h / 25 °C
With
dmap; n-butyllithium; C6H13BH2 (from borane-tetrahydrofuran and 2,3-dimethylbut-2-ene); dihydrogen peroxide; oxalic acid; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 9-BBN triflate;
In
methanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 80 percent / potassium carbonate / toluene / 130 °C / Heating
2: 1.) butyllithium / 1.) THF/hexane, -78 deg C, 1 h, 2.) 1 h
3: 1.) 9-borabicyclo<3.3.1>non-9-yl trifluoromethanesulfonate, diisopropylethylamine / 1.) dichloromethane, 0 deg C, 0.5 h, 2a.) -78 deg C, 0.5 h, 2b.) RT, 1.5 h
4: 85 percent / 4-dimethylaminopyridine / CH2Cl2 / 15 h / 25 °C
5: 1.) C6H13BH2 (from borane-tetrahydrofuran and 2,3-dimethylbut-2-ene), 2.) aq. sodium bicarbonate, 30percent H2O2 / 1.) THF, 0 deg C, 5 h, 2.) 25 deg C, 12 h
6: 91 percent / oxalic acid / methanol / 1 h / 25 °C
With
dmap; n-butyllithium; C6H13BH2 (from borane-tetrahydrofuran and 2,3-dimethylbut-2-ene); dihydrogen peroxide; oxalic acid; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; 9-BBN triflate;
In
methanol; dichloromethane; toluene;
