Technology Process of (S)-2-methyl-propane-2-sulfinic acid [(R)-1-{3-exo-8-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-2-(2,4,5-trifluoro-phenyl)-ethyl]-amide
There total 7 articles about (S)-2-methyl-propane-2-sulfinic acid [(R)-1-{3-exo-8-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-2-(2,4,5-trifluoro-phenyl)-ethyl]-amide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
N-phthaloylglycine;
With
benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate;
In
acetonitrile;
at 20 ℃;
for 1h;
[S(S)]-N-[(1R)-1-(3-exo)-8-azabicyclo[3.2.1]oct-3-yl-2-(2,4,5-frifluorophenyl)ethyl]-2-methyl-2-propanesulfinamide;
With
triethylamine;
In
acetonitrile;
at 20 ℃;
for 16h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium carbonate / toluene / 16 h / Heating / reflux
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -40 - 0 °C
2.2: 0.5 h / -40 - 0 °C
3.1: hydrogenchloride; water / acetone / 24 h / 50 °C
4.1: pyridinium p-toluenesulfonate; magnesium sulfate / 1,2-dichloro-ethane / 1 h
4.2: 16 h / 50 °C
5.1: magnesium / diethyl ether / 0.5 h / 20 °C
5.2: 4 h / 0 - 20 °C
5.3: 0 °C
6.1: hydrogen / palladium 10% on activated carbon / ethanol / 1 h
7.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / acetonitrile / 1 h / 20 °C
7.2: 16 h / 20 °C
With
hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; magnesium sulfate; potassium carbonate; magnesium;
palladium 10% on activated carbon;
In
tetrahydrofuran; diethyl ether; ethanol; 1,2-dichloro-ethane; acetone; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: pyridinium p-toluenesulfonate; magnesium sulfate / 1,2-dichloro-ethane / 1 h
1.2: 16 h / 50 °C
2.1: magnesium / diethyl ether / 0.5 h / 20 °C
2.2: 4 h / 0 - 20 °C
2.3: 0 °C
3.1: hydrogen / palladium 10% on activated carbon / ethanol / 1 h
4.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / acetonitrile / 1 h / 20 °C
4.2: 16 h / 20 °C
With
benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; pyridinium p-toluenesulfonate; magnesium sulfate; magnesium;
palladium 10% on activated carbon;
In
diethyl ether; ethanol; 1,2-dichloro-ethane; acetonitrile;
![[S(S)]-N-[(1R)-1-(3-exo)-8-azabicyclo[3.2.1]oct-3-yl-2-(2,4,5-frifluorophenyl)ethyl]-2-methyl-2-propanesulfinamide](/Databaselist/images/loading.webp)
