Description
Acid labile protecting groups are important in organic synthesis. The
tert‐butyl group is commonly used for protection of a large variety of
functional groups, e.g., acids, alcohols, phenols, and sulfonamides.
Among them, s-tert-butyl sulfonamide is a chiral ligand used in
pharmaceutical compositions. P, n-sulfoxide imine ligands were
synthesized by condensation of s-tert-butylsulfonamide with aldehydes
and ketones, and they can be used for asymmetric hydrogenation of
olefins under iridium catalysis.
Physical properties
white to light yellow crystal powder
Uses
(S)-(-)-2-Methyl-2-propanesulfinamide may be used to develop benzofuran-based farnesyltransferase inhibitors as anti-cancer agents. It may also be used to prepare (20E)-N-[t-butyl-(S)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the preparation of androgen receptor antagonists.
Uses
(S)-(-)-2-Methyl-2-propanesulfinamide is used in Suzuki reaction. It is also employed as a reagent for synthesizing chiral amines. It acts as a chiral auxiliary used in an asymmetric synthesis of trifluoroethylamines by conversion of trifluoroacetaldehyde to a chiral imine. It is also involved in the transformation of P,N-sulfinyl imine ligands through condensation with aldehydes and ketones, which can undergo iridium-catalyzed asymmetric hydrogenation of olefins. Further, it serves as a reagent for the preparation of chemicals and pharmaceutical intermediates.
