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Specifications of (S)-(-)-2-Methyl-2-propanesulfinamide丨CAS 343338-28-3
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Appearance: |
White to off-white solid |
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Purity (LC-220nm): |
99% min |
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E.E.: |
99% min |
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Water Content (KF): |
0.5% max |
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HNMR: |
Conforms |
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Solubility (ACN): |
10 mg/mL min (Clear solution) |
Transport Information of (S)-(-)-2-Methyl-2-propanesulfinamide丨CAS 343338-28-3
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Specification |
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UN Number |
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Class |
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Packing Group |
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H.S. Code |
2942000000313 |
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Stability & Reactivity |
The product is chemically stable under standard ambient conditions (room temperature). |
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Storage |
Tightly closed. Store in a closed, dry, ventilated place |
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Condition to Avoid |
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Package |
Applications of (S)-(-)-2-Methyl-2-propanesulfinamide丨CAS 343338-28-3
1. Chiral Auxiliary in Asymmetric Synthesis
(S)-(-)-2-Methyl-2-propanesulfinamide丨CAS 343338-28-3 is a widely used chiral auxiliary in organic synthesis, especially for the preparation of enantiomerically enriched amines:
● Asymmetric Synthesis of Chiral Amines:
It reacts with aldehydes or ketones to form N-sulfinyl imines, which are excellent intermediates for producing α-chiral amines with high stereocontrol.
● Ellman's Sulfinamide Strategy:
The compound is a key component in Ellman's methodology, where the sulfinyl group provides both chiral induction and easy removal after reaction.
2. Pharmaceutical and Agrochemical Intermediates
● The chiral amines synthesized using this reagent are valuable building blocks for:
oPharmaceutical APIs such as antidepressants, antiviral, and oncology drugs
oBioactive natural products and chiral ligands
oAgrochemicals and fine chemicals where stereochemistry is crucial
3. Ligand or Catalyst Precursor
● Serves as a precursor to chiral ligands in asymmetric catalysis, especially in metal-catalyzed hydrogenations and carbon-carbon bond-forming reactions.
Benefits of (S)-(-)-2-Methyl-2-propanesulfinamide丨CAS 343338-28-3
1. High Stereoselectivity
● Offers excellent chiral control, often yielding products with >90% enantiomeric excess (ee), which is critical for pharmaceutical development.
2. Ease of Use and Removal
● The sulfinyl group can be easily cleaved under mild acidic conditions after completing the desired transformation, regenerating the free amine without racemization.
3. Versatile Reactivity
● Compatible with a variety of substrates including aromatic, aliphatic, and heterocyclic aldehydes or ketones.
● Useful in nucleophilic addition, reduction, and cyclization reactions.
4. Scalable and Industry-Proven
● The reagent has become a go-to building block in industrial medicinal chemistry, allowing scale-up of chiral intermediates for clinical candidates and commercial APIs.
Conclusion
(S)-(-)-2-Methyl-2-propanesulfinamide丨CAS 343338-28-3 is a highly effective chiral auxiliary and reagent for the asymmetric synthesis of enantioenriched amines and chiral pharmaceutical intermediates. Its predictable reactivity, excellent stereocontrol, and ease of deprotection make it a valuable tool in synthetic organic chemistry, particularly in drug discovery and development.
