Technology Process of (2S,3R,4E)-1-(5a-carba-β-D-glucopyranosylthio)-2-(2,4-dinitrophenyl)amino-4-octadecen-3-ol
There total 9 articles about (2S,3R,4E)-1-(5a-carba-β-D-glucopyranosylthio)-2-(2,4-dinitrophenyl)amino-4-octadecen-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 65 percent / pyridine / 1 h at -15 deg C, 8 h at room temp.
2: imidazole / dimethylformamide / 20 h / 60 °C
3: 1M sodium methoxide / methanol; CH2Cl2 / 2 h / Ambient temperature
4: 1.) triphenylphosphane; 2.) triethylamine / 1.) toluene, 20 min at 40 deg C then 1 h at 80 deg C; 2.) methanol, 30 min at 0 deg C then 12 h at room temp.
5: 35 percent / 1,4-dithioerythritol, 2-aminoethanethiol / hexamethylphosphoric acid triamide / 30 min at 0 deg C, 12 h at room temp.
6: 0.2M sodium methoxide / methanol; CH2Cl2 / 12 h / Ambient temperature
7: 1M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
With
pyridine; 1H-imidazole; 1,4-dithio-erythritol; tetrabutyl ammonium fluoride; sodium methylate; triethylamine; triphenylphosphine; Cysteamine;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) triphenylphosphane; 2.) triethylamine / 1.) toluene, 20 min at 40 deg C then 1 h at 80 deg C; 2.) methanol, 30 min at 0 deg C then 12 h at room temp.
2: 35 percent / 1,4-dithioerythritol, 2-aminoethanethiol / hexamethylphosphoric acid triamide / 30 min at 0 deg C, 12 h at room temp.
3: 0.2M sodium methoxide / methanol; CH2Cl2 / 12 h / Ambient temperature
4: 1M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
With
1,4-dithio-erythritol; tetrabutyl ammonium fluoride; sodium methylate; triethylamine; triphenylphosphine; Cysteamine;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) triphenylphosphane; 2.) triethylamine / 1.) toluene, 20 min at 40 deg C then 1 h at 80 deg C; 2.) methanol, 30 min at 0 deg C then 12 h at room temp.
2: 35 percent / 1,4-dithioerythritol, 2-aminoethanethiol / hexamethylphosphoric acid triamide / 30 min at 0 deg C, 12 h at room temp.
3: 0.2M sodium methoxide / methanol; CH2Cl2 / 12 h / Ambient temperature
4: 1M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
With
1,4-dithio-erythritol; tetrabutyl ammonium fluoride; sodium methylate; triethylamine; triphenylphosphine; Cysteamine;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
