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| | (R)-(+)-2-Methyl-2-propanesulfinamide Basic information |
| | (R)-(+)-2-Methyl-2-propanesulfinamide Chemical Properties |
| Melting point | 103-107 °C(lit.) | | Boiling point | 220.0±23.0 °C(Predicted) | | alpha | 4 º (c=1, CHCl3 + amylenes) | | density | 0.903 g/mL at 25 °C | | refractive index | 4 ° (C=1, CHCl3) | | Fp | -17℃ | | storage temp. | 2-8°C | | 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 | | Stability: | store cold | | InChIKey | CESUXLKAADQNTB-SSDOTTSWSA-N | | CAS DataBase Reference | 196929-78-9(CAS DataBase Reference) |
| | (R)-(+)-2-Methyl-2-propanesulfinamide Usage And Synthesis |
| Chemical Properties | (R)-(+)-2-Methyl-2-propanesulfinamide is white to light yellow crystal powde | | Uses | suzuki reaction, useful reagent for synthesizing chiral amines. | | Uses | Chiral ligand used in pharmaceutical compositions | | Uses | (R)-(+)-2-Methyl-2-propanesulfinamide is a chiral ligand, which is used in pharmaceutical compositions. Further, it is used in the preparation of beta-chloro sulfinamides in the synthesis of chiral azridines. It is involved in the preparation of organocatalyst for enantioselective reduction of imines. It serves as a reagent for synthesizing chiral amines. In addition to this, it is converted into P,N-sulfinyl imine ligands through condensation with aldehydes and ketones which undergoes iridium-catalyzed asymmetric hydrogenation of olefins. | | 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. |
| | (R)-(+)-2-Methyl-2-propanesulfinamide Preparation Products And Raw materials |
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