Technology Process of (3R,4S)-rel-1-[(benzyloxy)carbonyl]-4-fluoropyrrolidine-3-carboxylic acid
There total 7 articles about (3R,4S)-rel-1-[(benzyloxy)carbonyl]-4-fluoropyrrolidine-3-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3S,4S)-benzyl 3-fluoro-4-vinylpyrrolidine-1-carboxylate;
With
ruthenium trichloride; sodium periodate;
In
tetrachloromethane; water; acetonitrile;
at 20 ℃;
With
chromium(VI) oxide; sulfuric acid;
In
water; acetone;
at 20 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 20 °C
1.2: 1 h / 20 °C
2.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -40 °C
3.1: CHIRALPAK AD / n-heptane; ethanol; methanol / Resolution of racemate
4.1: Nonafluorobutanesulfonyl fluoride; N-ethyl-N,N-diisopropylamine; triethylamine tris(hydrogen fluoride); α,α,α-trifluorotoluene / Inert atmosphere
5.1: sodium periodate; ruthenium trichloride / tetrachloromethane; acetonitrile; water / 20 °C
5.2: 3 h / 20 °C
With
ruthenium trichloride; sodium periodate; copper(I) bromide dimethylsulfide complex; Nonafluorobutanesulfonyl fluoride; α,α,α-trifluorotoluene; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid;
CHIRALPAK AD;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; n-heptane; dichloromethane; water; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -40 °C
2.1: CHIRALPAK AD / n-heptane; ethanol; methanol / Resolution of racemate
3.1: Nonafluorobutanesulfonyl fluoride; N-ethyl-N,N-diisopropylamine; triethylamine tris(hydrogen fluoride); α,α,α-trifluorotoluene / Inert atmosphere
4.1: sodium periodate; ruthenium trichloride / tetrachloromethane; acetonitrile; water / 20 °C
4.2: 3 h / 20 °C
With
ruthenium trichloride; sodium periodate; copper(I) bromide dimethylsulfide complex; Nonafluorobutanesulfonyl fluoride; α,α,α-trifluorotoluene; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine;
CHIRALPAK AD;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; n-heptane; water; acetonitrile;
