11,11-dimethyl-5-oxa-3λ6-thia-4-azatetracyclo[6.2.1.01,6.04,6]undecane-3,3-dione

• ChemBase ID: 163567
• Molecular Formular: C10H15NO3S
• Molecular Mass: 229.296
• Monoisotopic Mass: 229.07726435
• SMILES: C123C4(CCC(C1)C4(C)C)CS(=O)(=O)N2O3
• Canonical SMILES: O=S1(=O)CC23C4(N1O4)CC(C3(C)C)CC2
• 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
• InChIKey: GBBJBUGPGFNISJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11,11-dimethyl-5-oxa-3λ^6-thia-4-azatetracyclo[6.2.1.0^1,^6.0^4,^6]undecane-3,3-dione
• IUPAC Traditional name: 11,11-dimethyl-5-oxa-3λ^6-thia-4-azatetracyclo[6.2.1.0^1,^6.0^4,^6]undecane-3,3-dione
• Synonyms: (4aR,7S,8aR)-Tetrahydro-9,9-dimethyl-4H-4a,7-methano-1,2-oxazirino[3,2-i]-2,1-benzisothiazole 3,3-Dioxide; (1R)-(-)-(10-Camphorsulfonyl)oxaziridine; (4aS,7R,8aS)-Tetrahydro-9,9-dimethyl-4H-4a,7-methanooxazirino[3,2-i][2,1]benzisothiazole 3,3-Dioxide; (1S)-(+)-(10-Camphorsulfonyl)oxaziridine

Database IDs

• CAS Number: 104322-63-6; 104372-31-8
• PubChem SID: 162257702
• PubChem CID: 572659

CALCULATED PROPERTIES

• Molar Refractivity: 53.2171 cm^3
• Polarizability: 22.321064 Å^3
• Polar Surface Area: 49.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.0614272
• LogD (pH = 7.4): 1.0614272
• Log P: 1.0614272

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid; White Solid
• Melting Point: 168-170°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C175095

A useful synthetic intermediate. Used for asymmetric hydroxylation.

Toronto Research Chemicals - C175100

A useful synthetic intermediate. Used for asymmetric hydroxylation.

REFERENCES

• Davis, F.A., et al.: J. Am. Chem. Soc., 112, 6679 (1990)
• Davis, F.A., et al.: J. Am. Chem. Soc., 112, 6679 (1990)