Technology Process of (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-(2,4-difluorophenyl)-5-oxazolidinecarboxylic acid
There total 8 articles about (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-(2,4-difluorophenyl)-5-oxazolidinecarboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hydroxide;
In
methanol; water;
for 1h;
Yield given;
Ambient temperature;
DOI:10.3987/com-96-s20
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 71 percent / K3Fe(CN)6, K2CO3, (DHQ)2PHAL, osmium tetroxide / 2-methyl-propan-2-ol; H2O / 18 h / Ambient temperature
2: p-TsOH*H2O / CH2Cl2 / 2.5 h / Ambient temperature
3: SnBr2 / CH2Cl2 / -15 deg C, 1 h then 0 deg C, 2 h
4: 75 percent / sodium azide / dimethylformamide / 2.5 h / 40 °C
5: 73 percent / K2CO3 / methanol / 0.33 h / 0 °C
6: 91 percent / H2 / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature
7: 74 percent / pyridinium p-toluenesulfonate / benzene / 90 °C
8: LiOH / methanol; H2O / 1 h / Ambient temperature
With
lithium hydroxide; osmium(VIII) oxide; sodium azide; Hydroquinone 1,4-phthalazinediyl diether; hydrogen; pyridinium p-toluenesulfonate; tin(II) bromide; potassium carbonate; toluene-4-sulfonic acid; potassium hexacyanoferrate(III);
palladium on activated charcoal;
In
methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.3987/com-96-s20
- Guidance literature:
-
Multi-step reaction with 7 steps
1: p-TsOH*H2O / CH2Cl2 / 2.5 h / Ambient temperature
2: SnBr2 / CH2Cl2 / -15 deg C, 1 h then 0 deg C, 2 h
3: 75 percent / sodium azide / dimethylformamide / 2.5 h / 40 °C
4: 73 percent / K2CO3 / methanol / 0.33 h / 0 °C
5: 91 percent / H2 / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature
6: 74 percent / pyridinium p-toluenesulfonate / benzene / 90 °C
7: LiOH / methanol; H2O / 1 h / Ambient temperature
With
lithium hydroxide; sodium azide; hydrogen; pyridinium p-toluenesulfonate; tin(II) bromide; potassium carbonate; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.3987/com-96-s20
