(S)-(-)-2-Methyl-2-propanesulfinamide (CAS 343338-28-3) is a high-purity chiral sulfinamide compound widely used in asymmetric synthesis. Key specifications include:
This compound serves as a critical chiral auxiliary in organic synthesis, particularly for:
Step-by-Step Protocol:
Safety Note: Use personal protective equipment (PPE) and handle in fume hood.
Case 1: Synthesis of (R)-Terbutaline Intermediate
Researchers achieved 92% enantiomeric excess (ee) using 0.5 mol% of (S)-(-)-2-Methyl-2-propanesulfinamide in a key asymmetric Strecker reaction:
Reactants: - Benzaldehyde (1.0 eq) - TMSCN (1.2 eq) - (S)-sulfinamide (0.5 mol%) Conditions: - Solvent: DCM - Temperature: -15°C - Time: 18 hours Result: - Yield: 85% - ee: 92%
Case 2: Chiral Ligand Preparation
The compound facilitated preparation of a novel palladium complex with 98% diastereoselectivity in cross-coupling reactions.
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