Technology Process of (1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-benzyl-2-azabicyclo<2.2.1>-3-heptanone
There total 10 articles about (1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-benzyl-2-azabicyclo<2.2.1>-3-heptanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium hexamethylsilazane;
In
tetrahydrofuran;
1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min;
DOI:10.1021/jo00119a044
- Guidance literature:
-
Multi-step reaction with 5 steps
1: imidazole / dimethylformamide / 15 h
2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
With
1H-imidazole; carbon tetrabromide; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydride; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00119a044
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
2: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
3: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
4: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
With
carbon tetrabromide; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydride; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00119a044