Technology Process of (+/-)-trans-4-(4-Fluoro-phenyl)-3-methanesulfonyloxymethyl-piperidine-1-carboxylic acid tert-butyl ester
There total 12 articles about (+/-)-trans-4-(4-Fluoro-phenyl)-3-methanesulfonyloxymethyl-piperidine-1-carboxylic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 13 percent / 4 Angstroem MS / toluene / 36 h / Heating
2.1: LiHMDS / tetrahydrofuran / 0.33 h / -78 °C
2.2: 77 percent / LiHMDS / tetrahydrofuran / 0.83 h / -78 °C
3.1: O3; O2 / CH2Cl2 / -78 - 25 °C
4.1: tetrahydrofuran; diethyl ether / 1.5 h / -78 °C
5.1: 74 percent / AlCl3; LiAlH4 / tetrahydrofuran / 3.5 h / -78 - 25 °C
6.1: 73 percent / H2 / 20percent Pd(OH)2-C / ethyl acetate / 15 h / 25 °C
7.1: 238 mg / pyridine / 1 h / 10 °C
With
lithium aluminium tetrahydride; aluminium trichloride; 4 Angstroem MS; hydrogen; oxygen; ozone; lithium hexamethyldisilazane;
20percent Pd(OH)2-C;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane; ethyl acetate; toluene;
1.1: Condensation / 2.1: Substitution / 2.2: Substitution / 3.1: Elimination / 4.1: Addition / 5.1: Reduction / 6.1: Hydrogenolysis / 7.1: mesylation;
DOI:10.1021/jo991816p
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 82 percent / PCC; Celite; 4 Angstroem MS / CH2Cl2 / 1.5 h / 25 °C
2.1: 13 percent / 4 Angstroem MS / toluene / 36 h / Heating
3.1: LiHMDS / tetrahydrofuran / 0.33 h / -78 °C
3.2: 77 percent / LiHMDS / tetrahydrofuran / 0.83 h / -78 °C
4.1: O3; O2 / CH2Cl2 / -78 - 25 °C
5.1: tetrahydrofuran; diethyl ether / 1.5 h / -78 °C
6.1: 74 percent / AlCl3; LiAlH4 / tetrahydrofuran / 3.5 h / -78 - 25 °C
7.1: 73 percent / H2 / 20percent Pd(OH)2-C / ethyl acetate / 15 h / 25 °C
8.1: 238 mg / pyridine / 1 h / 10 °C
With
lithium aluminium tetrahydride; aluminium trichloride; 4 Angstroem MS; Celite; hydrogen; oxygen; ozone; pyridinium chlorochromate; lithium hexamethyldisilazane;
20percent Pd(OH)2-C;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane; ethyl acetate; toluene;
1.1: Oxidation / 2.1: Condensation / 3.1: Substitution / 3.2: Substitution / 4.1: Elimination / 5.1: Addition / 6.1: Reduction / 7.1: Hydrogenolysis / 8.1: mesylation;
DOI:10.1021/jo991816p
- Guidance literature:
-
Multi-step reaction with 4 steps
1: tetrahydrofuran; diethyl ether / 1.5 h / -78 °C
2: 74 percent / AlCl3; LiAlH4 / tetrahydrofuran / 3.5 h / -78 - 25 °C
3: 73 percent / H2 / 20percent Pd(OH)2-C / ethyl acetate / 15 h / 25 °C
4: 238 mg / pyridine / 1 h / 10 °C
With
lithium aluminium tetrahydride; aluminium trichloride; hydrogen;
20percent Pd(OH)2-C;
In
tetrahydrofuran; pyridine; diethyl ether; ethyl acetate;
1: Addition / 2: Reduction / 3: Hydrogenolysis / 4: mesylation;
DOI:10.1021/jo991816p
