[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

Base Information

Chemical Name:[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
CAS No.:952506-23-9
Molecular Formula:C₁₉H₂₇F₃N₂OS
Molecular Weight:388.497
Hs Code.:

Synonyms:[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

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Chemical Property of [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

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Technology Process of [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

There total 7 articles about [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 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:

Reference yield: 90.0%

: 952423-59-5
phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate

: 952506-23-9
[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

: C₂₃H₂₅F₃N₂O₂

Guidance literature:: phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate; With methanesulfonic acid; at 19 - 27 ℃; for 3h;

With potassium hydrogencarbonate; In water; at 25 ℃;

With sodium hydroxide; In water; at 20 ℃; for 1h; pH=14;
DOI:10.1021/jo801830x

Reference yield:

: 952423-59-5
phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate

: 952506-23-9
[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

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In ethanol; for 1h;

Reference yield:

: 532-24-1
tropinone

: 952506-23-9
[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

Guidance literature:: Multi-step reaction with 6 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

With hydrogenchloride; 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;