Identification | More | [Name]
(R)-(+)-2-Methyl-2-propanesulfinamide | [CAS]
196929-78-9 | [Synonyms]
(R)-(+)-2-METHYL-2-PROPANESULFINAMIDE (R)-2-METHYL-2-PROPANESULFINAMIDE (R)-2-METHYLPROPANE-2-SULFINAMIDE (R)-(+)-2-METHYL-PROPANE-2-SULFINIC ACID AMIDE (R)-(+)-T-BUTANESULFINAMIDE (R)-(+)-T-BUTYLMETHYLSULFINAMIDE (R)-(+)-T-BUTYLSULFINAMIDE (R)-(+)-TERT-BUTANESULFINAMIDE (R)-TERT-BUTANESULFINAMIDE (R)-(+)-TERT-BUTYLSULFINAMIDE (R)-(+)-TERT-BUTYL SULPHINAMIDE R-(+)-Tert-Butansulfinamide (R)-(+)-t-Butylmethylsulfinamide,min.97% (R)-(+)-tert-Butyl sulphinamide 98% (R)-(+)-t-Butyl sulfinamide, 98% ee (R)-TERT-BUTANESULFINAMIDE/(R)-(+)-2-METHYL-2-PROPANESULFINAMIDE (R)-(+)-2-METHYL-2-PROPANESULFINAMIDE, 98+% (R)-(+)-2-Methylpropane-2-sulphinamide (R)-N-tert-Butanesulfinamide (R)-(+)-t-Butylmethylsulfinamide, min. 97% | [EINECS(EC#)]
676-338-3 | [Molecular Formula]
C4H11NOS | [MDL Number]
MFCD05861479 | [Molecular Weight]
121.2 | [MOL File]
196929-78-9.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
103-107 °C(lit.)
| [alpha ]
4 º (c=1, CHCl3 + amylenes) | [Boiling point ]
220.0±23.0 °C(Predicted) | [density ]
0.903 g/mL at 25 °C | [refractive index ]
4 ° (C=1, CHCl3) | [Fp ]
-17℃ | [storage temp. ]
Keep Cold | [solubility ]
Soluble in chloroform, methanol, tetrahydrofuran, dichloromethane, dimethyl sulfoxide and most organic solvents. | [form ]
Powder | [pka]
10.11±0.50(Predicted) | [color ]
White, light pink, light yellow to brown | [optical activity]
[α]22/D +1.0°, c = 0.5% in chloroform | [Usage]
Chiral ligand used in pharmaceutical compositions | [Stability:]
store cold | [InChIKey]
CESUXLKAADQNTB-SSDOTTSWSA-N | [CAS DataBase Reference]
196929-78-9(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
11-19-36/37-40-36/37/38 | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN 2056 3 / PGII | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Keep Cold | [TSCA ]
No | [HS Code ]
29309099 |
Hazard Information | Back Directory | [Chemical Properties]
(R)-(+)-2-Methyl-2-propanesulfinamide is white to light yellow crystal powde
| [Uses]
Chiral ligand used in pharmaceutical compositions | [Uses]
suzuki reaction, useful reagent for synthesizing chiral amines.
| [Preparation]
Acetic acid (70 g), R-tert-butylsulfinylhydrazine (42 g), zinc powder (60.5 g) and dichloromethane (150 mL) were added to the reaction flask. The temperature was slowly heated to 35-42 °C . After 16 hours, the filtrate was poured into 70 mL water. Dichloromethane (75 g×5) was added for extraction. Collected the organic phase, added 48% NaOH to adjust ρΗ (7-8). Then added NaCl, the layers were separated and the organic phase was washed with 15 g saturated aqueous solution of sodium chloride. The solution was dried over magnesium sulfate. After filterED, filtrate was concentrated under reduced pressure at 25-30 °C until no slipping. N-heptane was replaced, 28 g mixed solvent of N-heptane and toluene (N-heptane: toluene = 6:1) were added to perform beating at low temperature, filtered to obtain (R)-(+)-2-Methyl-2-propanesulfinamide. Yield=83%
| [References]
[1] Qian X, et al. A stereoselective synthesis of (S)-2-(((3-fluoro-4-methylphenoxy)carbonyl)(1-(4-((5-methyl-2-phenyloxazol-4-yl)methoxy)phenyl)ethyl)amino)acetic acid, a highly potent PPAR α/γ dual agonist. Tetrahedron, 2015; 71: 9408-9414. |
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