Technology Process of benzyl (S)-1-((1S,2R,4R)-2-acetamido-4-(isopropylamino)cyclohexyl)-2-oxopyrrolidin-3-ylcarbamate
There total 9 articles about benzyl (S)-1-((1S,2R,4R)-2-acetamido-4-(isopropylamino)cyclohexyl)-2-oxopyrrolidin-3-ylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
benzyl ((S)-1-((1S,2R,4R)-2-acetamido-4-aminocyclohexyl)-2-oxopyrrolidin-3-yl)carbamate; acetone;
With
sodium acetate; sodium cyanoborohydride;
In
methanol;
at 20 ℃;
for 6h;
With
sodium hydroxide;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 36 h / 760.05 Torr
2.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / acetonitrile / 4 h / 20 °C
3.1: 48 h / 20 °C
4.1: caesium carbonate / dimethyl sulfoxide / 3 h / 20 °C / Inert atmosphere
5.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 20 °C
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 2 h / 20 °C
6.2: 0.33 h
7.1: [bis(acetoxy)iodo]benzene / acetonitrile; water / 11 h / 0 - 10 °C
8.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
9.1: sodium acetate; sodium cyanoborohydride / methanol / 6 h / 20 °C
With
lithium hydroxide monohydrate; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetonitrile;
DOI:10.1021/acsmedchemlett.8b00439
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / acetonitrile / 4 h / 20 °C
2.1: 48 h / 20 °C
3.1: caesium carbonate / dimethyl sulfoxide / 3 h / 20 °C / Inert atmosphere
4.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 20 °C
5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 2 h / 20 °C
5.2: 0.33 h
6.1: [bis(acetoxy)iodo]benzene / acetonitrile; water / 11 h / 0 - 10 °C
7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
8.1: sodium acetate; sodium cyanoborohydride / methanol / 6 h / 20 °C
With
lithium hydroxide monohydrate; [bis(acetoxy)iodo]benzene; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/acsmedchemlett.8b00439
