Technology Process of (2R,3S)-3-(3-Fluoro-phenyl)-2,3-dihydroxy-propionic acid methyl ester
There total 1 articles about (2R,3S)-3-(3-Fluoro-phenyl)-2,3-dihydroxy-propionic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; potassium carbonate; potassium hexacyanoferrate(III);
In
water; tert-butyl alcohol;
for 18h;
Ambient temperature;
DOI:10.3987/com-96-s20
- Guidance literature:
-
Multi-step reaction with 11 steps
1: p-TsOH*H2O / CH2Cl2 / 2.5 h / Ambient temperature
2: CH2Cl2 / -15 deg C, 1 h then 0 deg C, 2 h
3: 67 percent / sodium azide / dimethylformamide / 2.5 h / 40 °C
4: 91 percent / K2CO3 / methanol / 0.33 h / 0 °C
5: 94 percent / H2 / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature
6: 79 percent / pyridinium p-toluenesulfonate / benzene / 90 °C
7: LiOH / methanol; H2O / 1 h / Ambient temperature
8: 90 percent / DCC, DMAP / toluene / 1.5 h / 80 °C
9: formic acid / 16 h / Ambient temperature
10: NaHCO3 / tetrahydrofuran / 16 h / Ambient temperature
11: 67 percent / AcOH, Zn / methanol / 1 h / 60 °C
With
dmap; lithium hydroxide; formic acid; sodium azide; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; zinc;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.3987/com-96-s20
- Guidance literature:
-
Multi-step reaction with 9 steps
1: p-TsOH*H2O / CH2Cl2 / 2.5 h / Ambient temperature
2: CH2Cl2 / -15 deg C, 1 h then 0 deg C, 2 h
3: 67 percent / sodium azide / dimethylformamide / 2.5 h / 40 °C
4: 91 percent / K2CO3 / methanol / 0.33 h / 0 °C
5: 94 percent / H2 / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature
6: 79 percent / pyridinium p-toluenesulfonate / benzene / 90 °C
7: LiOH / methanol; H2O / 1 h / Ambient temperature
8: 90 percent / DCC, DMAP / toluene / 1.5 h / 80 °C
9: formic acid / 16 h / Ambient temperature
With
dmap; lithium hydroxide; formic acid; sodium azide; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide;
palladium on activated charcoal;
In
methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.3987/com-96-s20
