(R)-(+)-2-Methyl-2-propanesulfinamide (Ellman’s sulfinamide, CAS 196929-78-9) is a chiral sulfinamide auxiliary used for the asymmetric synthesis of chiral amines. It is supplied as white to off-white crystals with high chemical and enantiomeric purity.
Specifications
| Parameter | Value |
|---|---|
| Appearance | White to off-white crystallization |
| Purity (HPLC) | 99.0% min |
| Chiral purity (LC) | 99.0% min |
Applications
- Chiral auxiliary for asymmetric synthesis: condensation with aldehydes/ketones gives N-sulfinyl imines for diastereoselective addition.
- Preparation of enantiopure amines (R-configured) for pharmaceutical APIs and intermediates.
- Building block for chiral ligands, catalysts and specialty fine chemicals.
Storage and Packaging
Store sealed under inert atmosphere, cool and dry, protected from moisture and light. Standard packaging: 1-25 kg as required.
FAQ
What is the difference between (R)- and (S)-2-methyl-2-propanesulfinamide? They are enantiomers used to install opposite amine configurations; the (R) form typically delivers (R)-amines after cleavage.
Why is chiral purity critical? The auxiliary’s enantiomeric purity directly controls the stereochemical outcome of the asymmetric addition, so ≥99.0% chiral purity is specified.
