Technology Process of (3R,4R,5S)-4-ethyl-3-fluoro-5-(hydroxymethyl)pyrrolidin-2-one
There total 16 articles about (3R,4R,5S)-4-ethyl-3-fluoro-5-(hydroxymethyl)pyrrolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
toluene-4-sulfonic acid;
In
water; acetonitrile;
at 90 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00231
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: toluene-4-sulfonic acid / toluene / 16 h / 120 °C
2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.58 h / -70 - -25 °C
2.2: 0.42 h / -70 - -10 °C
3.1: palladium diacetate / tetrahydrofuran / 8 h / 65 °C
4.1: chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.5 h / -70 - -10 °C
4.2: 0.5 h / 0 °C
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
5.2: 0.5 h / -78 °C
6.1: trifluoroacetic acid / water; acetonitrile / 4 h / -65 °C
With
n-butyllithium; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; palladium diacetate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; water; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -70 - -20 °C / Inert atmosphere
1.2: -60 - -10 °C / Inert atmosphere
2.1: palladium diacetate; allyl methyl carbonate / tetrahydrofuran / 1 h / 65 °C
3.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran; diethyl ether / 1 h / -30 - -20 °C / Inert atmosphere; Industrial scale
3.2: 1 h / -70 - -3 °C / Inert atmosphere; Industrial scale
3.3: Industrial scale
4.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -70 - -20 °C / Inert atmosphere
4.2: -72 - 20 °C / Inert atmosphere
5.1: trifluoroacetic acid / acetonitrile; water / 4 h / 65 °C / Inert atmosphere
With
n-butyllithium; copper(I) bromide dimethylsulfide complex; allyl methyl carbonate; palladium diacetate; diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; diethyl ether; hexane; water; acetonitrile;