Technology Process of (S)-4-(4-((4'-Chlorobiphenyl-2-yl)(hydroxy)methyl)piperidin-1-yl)benzoic acid
There total 7 articles about (S)-4-(4-((4'-Chlorobiphenyl-2-yl)(hydroxy)methyl)piperidin-1-yl)benzoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-ethyl 4-(4-((4'-chlorobiphenyl-2-yl)(hydroxy)methyl)piperidin-1-yl)benzoate;
With
water; lithium hydroxide;
In
tetrahydrofuran; methanol;
at 50 ℃;
With
hydrogenchloride;
In
water;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / Inert atmosphere; Reflux
2.1: TurboGrignard / tetrahydrofuran / -15 - 25 °C / Inert atmosphere
2.2: 1.58 h / 0 °C
3.1: trifluoroacetic acid / dichloromethane; methanol / 0.67 h / 18 - 25 °C
4.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 20 h / 120 °C
4.2: 24 h / 120 °C
5.1: Chiralpak IA column / isopropyl alcohol / Resolution of racemate
6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 50 °C
With
TurboGrignard; water; sodium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene;
1.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / Inert atmosphere; Reflux
2.1: TurboGrignard / tetrahydrofuran / -15 - 25 °C / Inert atmosphere
2.2: 1.58 h / 0 °C
3.1: trifluoroacetic acid / dichloromethane; methanol / 0.67 h / 18 - 25 °C
4.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 20 h / 120 °C
4.2: 24 h / 120 °C
5.1: Chiralpak IA column / isopropyl alcohol / Resolution of racemate
6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 50 °C
With
TurboGrignard; water; sodium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene;
1.1: Suzuki Coupling;