Description

This high-purity 4H-4a,7-Methanooxazirino(3,2-i)(2,1)benzisothiazole, tetrahydro-9,9-dimethyl-, 3,3-dioxide, (4aR,7S,8aR)- (CAS: 104372-31-8) is a specialized chiral oxaziridine derivative with molecular formula C₁₀H₁₅NO₃S. This compound features a rigid camphor-based scaffold with sulfonyl and oxaziridine functionalities, making it particularly valuable for asymmetric synthesis applications. The product is supplied as a white to off-white crystalline solid with guaranteed >98% purity (HPLC). Each batch undergoes rigorous QC testing including ¹H/¹³C NMR, mass spectrometry, and chiral HPLC analysis to ensure structural integrity and enantiomeric purity. Available in research quantities (100mg to 10g) with optional custom packaging under inert atmosphere. Store at 2-8°C protected from moisture.

Properties

• CAS Number: 104372-31-8
• Complexity: 466
• IUPAC Name: (1R,8S)-11,11-dimethyl-5-oxa-3lambda6-thia-4-azatetracyclo[6.2.1.01,6.04,6]undecane 3,3-dioxide
• InChI: InChI=1S/C10H15NO3S/c1-8(2)7-3-4-9(8)6-15(12,13)11-10(9,5-7)14-11/h7H,3-6H2,1-2H3/t7-,9+,10?,11?/m0/s1
• InChI Key: GBBJBUGPGFNISJ-SKVWKECBSA-N
• Exact Mass: 229.07726451
• Molecular Formula: C10H15NO3S
• Molecular Weight: 229.30
• SMILES: CC1([C@H]2CC[C@@]13CS(=O)(=O)N4C3(C2)O4)C
• Topological: 58.1
• Monoisotopic Mass: 229.07726451
• Synonyms: 104372-31-8, 4H-4a,7-Methanooxazirino(3,2-i)(2,1)benzisothiazole, tetrahydro-9,9-dimethyl-, 3,3-dioxide, (4aR,7S,8aR)-, 4H-4a,7-Methanooxazirino[3,2-i][2,1]benzisothiazole, tetrahydro-9,9-dimethyl-, 3,3-dioxide, (4aR,7S,8aR)-, 4H-4a,7-Methanooxazirino3,2-i2,1benzisothiazole, tetrahydro-9,9-dimethyl-, 3,3-dioxide, (4aR,7S,8aR)-, (1R)-(-)-(10-Camphorsulfonyl)oxaziridine, DTXSID401110597, AS-15604

This chiral oxaziridine derivative serves as a versatile reagent for stereoselective oxidations in organic synthesis. It demonstrates particular utility in the asymmetric hydroxylation of enolates and oxidation of sulfides to chiral sulfoxides. The rigid camphorsulfonyl backbone ensures excellent facial selectivity in transfer reactions. Researchers employ this compound in catalytic asymmetric transformations and as a key building block for pharmaceutical intermediates. Suitable for use under both conventional and microwave-assisted reaction conditions.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.