Technology Process of (2S,3R)-3-(3-carboxy-5-(2-oxo-1,2-dihydropyrimidin-5-yl)phenyl)pyrrolidin-2-carboxylic acid hydrochloride
There total 8 articles about (2S,3R)-3-(3-carboxy-5-(2-oxo-1,2-dihydropyrimidin-5-yl)phenyl)pyrrolidin-2-carboxylic acid hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C21H23N3O7;
With
boron tribromide;
In
dichloromethane;
at 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 / 1,4-dioxane / 4 h / 95 °C / Inert atmosphere; Sealed tube
9: sodium periodate; ruthenium(III) trichloride hydrate / ethyl acetate; acetonitrile; water / 2 h / 0 °C
10: boron tribromide / dichloromethane / 2 h / 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; boron tribromide; sodium carbonate; caesium carbonate;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
8: |Suzuki Coupling;
DOI:10.1021/acschemneuro.0c00003
- Guidance literature:
-
Multi-step reaction with 8 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 0 - 20 °C
2: 1H-imidazole; dmap / N,N-dimethyl-formamide / 21 h / 20 °C
3: chloro(1,5-cyclooctadiene)rhodium(I) dimer; caesium carbonate; water / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
4: boron trichloride methyl sulfide complex / tetrahydrofuran / 2 h / Reflux
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 7 h / 20 °C
6: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 4 h / 95 °C / Inert atmosphere; Sealed tube
7: sodium periodate; ruthenium(III) trichloride hydrate / ethyl acetate; acetonitrile; water / 2 h / 0 °C
8: boron tribromide / dichloromethane / 2 h / 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; boron tribromide; sodium carbonate; caesium carbonate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
6: |Suzuki Coupling;
DOI:10.1021/acschemneuro.0c00003