Technology Process of (2S,3R)-3-(3-carboxy-5-(pyridin-4-yl)phenyl)pyrrolidine-2-carboxylic acid hydrochloride
There total 9 articles about (2S,3R)-3-(3-carboxy-5-(pyridin-4-yl)phenyl)pyrrolidine-2-carboxylic acid hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,3R)-1-(tert-butoxycarbonyl)-3-(3-carboxy-5-(pyridin-4-yl)phenyl)pyrrolidine-2-carboxylic acid;
With
trifluoroacetic acid;
In
dichloromethane;
at 0 - 20 ℃;
for 2h;
With
hydrogenchloride;
In
water;
DOI:10.1021/acschemneuro.0c00003
- Guidance literature:
-
Multi-step reaction with 10 steps
1: sulfuric acid / 20 h / Reflux
2: diethyl ether / 1.5 h / 20 °C
3: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 0 - 20 °C
4: 1H-imidazole; dmap / N,N-dimethyl-formamide / 21 h / 20 °C
5: chloro(1,5-cyclooctadiene)rhodium(I) dimer; caesium carbonate; water / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
6: boron trichloride methyl sulfide complex / tetrahydrofuran / 2 h / Reflux
7: tetrabutyl ammonium fluoride / tetrahydrofuran / 7 h / 20 °C
8: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; ethanol / 5.5 h / 90 °C / Inert atmosphere
9: sodium periodate; ruthenium(III) trichloride hydrate / ethyl acetate; acetonitrile; water / 2 h / 0 °C
10: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C
With
1H-imidazole; dmap; sodium periodate; lithium aluminium tetrahydride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; tetrakis(triphenylphosphine) palladium(0); boron trichloride methyl sulfide complex; ruthenium(III) trichloride hydrate; sulfuric acid; tetrabutyl ammonium fluoride; water; sodium carbonate; caesium carbonate; trifluoroacetic acid;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
8: |Suzuki Coupling;
DOI:10.1021/acschemneuro.0c00003
- Guidance literature:
-
Multi-step reaction with 9 steps
1: diethyl ether / 1.5 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 0 - 20 °C
3: 1H-imidazole; dmap / N,N-dimethyl-formamide / 21 h / 20 °C
4: chloro(1,5-cyclooctadiene)rhodium(I) dimer; caesium carbonate; water / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
5: boron trichloride methyl sulfide complex / tetrahydrofuran / 2 h / Reflux
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 7 h / 20 °C
7: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; ethanol / 5.5 h / 90 °C / Inert atmosphere
8: sodium periodate; ruthenium(III) trichloride hydrate / ethyl acetate; acetonitrile; water / 2 h / 0 °C
9: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C
With
1H-imidazole; dmap; sodium periodate; lithium aluminium tetrahydride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; tetrakis(triphenylphosphine) palladium(0); boron trichloride methyl sulfide complex; ruthenium(III) trichloride hydrate; tetrabutyl ammonium fluoride; water; sodium carbonate; caesium carbonate; trifluoroacetic acid;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
7: |Suzuki Coupling;
DOI:10.1021/acschemneuro.0c00003
