Technology Process of (3S,4S,5R)-3-amino-5-benzyloxy-N-[(1S)-1-(tert-butoxycarbonyl)-3-methylbutyl]-4-hydroxypiperidin-2-one
There total 13 articles about (3S,4S,5R)-3-amino-5-benzyloxy-N-[(1S)-1-(tert-butoxycarbonyl)-3-methylbutyl]-4-hydroxypiperidin-2-one which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 70 percent / 2,6-lutidine / CH2Cl2 / Heating
2: K2CO3 / acetonitrile / Heating
3: NaH / tetrahydrofuran
4: 70 percent / K2CO3, KI / acetonitrile / 32 h / Heating
5: 66 percent / PPTS / methanol / 24 h / Heating
6: 1.) Et3N; 2.) SOCl2 / 1.) THF, 0 deg C; 2.) 0 deg C, 1 h
7: 90 percent / NaN3 / hexamethylphosphoric acid triamide / 15 h / Ambient temperature
8: H2 / Pd/C/PbAcO2 / ethanol / 24 h
With
2,6-dimethylpyridine; thionyl chloride; sodium azide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; triethylamine; potassium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(99)00897-7
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 90 percent / NaOAc / methanol / 48 h / Heating
2: 70 percent / K2CO3, KI / acetonitrile / 32 h / Heating
3: 66 percent / PPTS / methanol / 24 h / Heating
4: 1.) Et3N; 2.) SOCl2 / 1.) THF, 0 deg C; 2.) 0 deg C, 1 h
5: 90 percent / NaN3 / hexamethylphosphoric acid triamide / 15 h / Ambient temperature
6: H2 / Pd/C/PbAcO2 / ethanol / 24 h
With
thionyl chloride; sodium azide; hydrogen; sodium acetate; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; potassium iodide;
palladium on activated charcoal;
In
methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; acetonitrile;
DOI:10.1016/S0040-4039(99)00897-7
- Guidance literature:
-
Multi-step reaction with 6 steps
1: NaH / tetrahydrofuran
2: 70 percent / K2CO3, KI / acetonitrile / 32 h / Heating
3: 66 percent / PPTS / methanol / 24 h / Heating
4: 1.) Et3N; 2.) SOCl2 / 1.) THF, 0 deg C; 2.) 0 deg C, 1 h
5: 90 percent / NaN3 / hexamethylphosphoric acid triamide / 15 h / Ambient temperature
6: H2 / Pd/C/PbAcO2 / ethanol / 24 h
With
thionyl chloride; sodium azide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; triethylamine; potassium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; acetonitrile;
DOI:10.1016/S0040-4039(99)00897-7
