Technology Process of (3S,4R,1'S)-4-(4-fluorophenyl)-3-methoxycarbonyl-1-(1'-phenylethyl)piperidin-2-one
There total 12 articles about (3S,4R,1'S)-4-(4-fluorophenyl)-3-methoxycarbonyl-1-(1'-phenylethyl)piperidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one;
With
lithium diisopropyl amide;
In
tetrahydrofuran; cyclohexane;
at -78 ℃;
for 1h;
methyl chloroformate;
at -78 ℃;
for 4h;
DOI:10.1016/S0957-4166(01)00069-6
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: Et3N / toluene / -78 - 20 °C
2.1: Et3N / tetrahydrofuran / 1 h / 20 °C
2.2: -78 - 20 °C
3.1: 4.3 g / sodium borohydride; H2O / tetrahydrofuran
4.1: 70 percent / phosphorus tribromide; aq. HBr / diethyl ether / 0 - 25 °C
5.1: 87 percent / sodium hydride / tetrahydrofuran / 20 h / 65 - 75 °C
6.1: LDA / tetrahydrofuran; cyclohexane / 1 h / -78 °C
6.2: 78 percent / 4 h / -78 °C
With
sodium tetrahydroborate; water; hydrogen bromide; phosphorus tribromide; sodium hydride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; cyclohexane; toluene;
DOI:10.1016/S0957-4166(01)00069-6
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 99 percent / thionyl chloride / 18 h / 20 °C
2.1: Na; MeOH / 0.5 h
2.2: 67 percent / methanol / 20 h / Heating
3.1: aq. NaOH / 20 h / Heating
4.1: 15.5 g / aq. HCl / 20 h / Heating
5.1: 90 percent / acetyl chloride / 20 h / Heating
6.1: Et3N / toluene / -78 - 20 °C
7.1: Et3N / tetrahydrofuran / 1 h / 20 °C
7.2: -78 - 20 °C
8.1: 4.3 g / sodium borohydride; H2O / tetrahydrofuran
9.1: 70 percent / phosphorus tribromide; aq. HBr / diethyl ether / 0 - 25 °C
10.1: 87 percent / sodium hydride / tetrahydrofuran / 20 h / 65 - 75 °C
11.1: LDA / tetrahydrofuran; cyclohexane / 1 h / -78 °C
11.2: 78 percent / 4 h / -78 °C
With
hydrogenchloride; methanol; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; water; hydrogen bromide; sodium; phosphorus tribromide; sodium hydride; triethylamine; acetyl chloride; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; cyclohexane; toluene;
2.2: Michael addition;
DOI:10.1016/S0957-4166(01)00069-6
