(6S,7S)-4,4-dimethyl-3,5,9,11-tetraoxatricyclo[6.2.1.02,6]undecan-7-yl 4-methylbenzene-1-sulfonate

• ChemBase ID: 160682
• Molecular Formular: C16H20O7S
• Molecular Mass: 356.3908
• Monoisotopic Mass: 356.09297398
• SMILES: C12[C@@H]([C@H](C3OC1CO3)OS(=O)(=O)c1ccc(cc1)C)OC(O2)(C)C
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)O[C@H]1C2OCC(O2)C2[C@@H]1OC(O2)(C)C
• InChI: InChI=1S/C16H20O7S/c1-9-4-6-10(7-5-9)24(17,18)23-14-13-12(21-16(2,3)22-13)11-8-19-15(14)20-11/h4-7,11-15H,8H2,1-3H3/t11?,12?,13-,14-,15?/m0/s1
• InChIKey: ZRGAFSDLQODLRO-SNCKBNSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S,7S)-4,4-dimethyl-3,5,9,11-tetraoxatricyclo[6.2.1.0^2,^6]undecan-7-yl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: (6S,7S)-4,4-dimethyl-3,5,9,11-tetraoxatricyclo[6.2.1.0^2,^6]undecan-7-yl 4-methylbenzenesulfonate
• Synonyms: 1,6-Anhydro-3,4-O-(1-methylethylidene)-β-D-galactopyranose 4-Methylbenzenesulfonate; 1,6-Anhydro-3,4-O-isopropylindene-2-tosyl-β-D-galactose; 1,6-Anhydro-3,4-O-isopropylidene-2-tosyl-β-D-galactopyranose

Database IDs

• CAS Number: 81028-98-0
• PubChem SID: 162254817
• PubChem CID: 46783511

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.4957006
• LogD (pH = 7.4): 2.4957006
• Log P: 2.4957006
• Molar Refractivity: 82.563 cm^3
• Polarizability: 34.216938 Å^3
• Polar Surface Area: 80.29 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 117-118°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A648600

1,6-Anhydro-3,4-O-isopropylidene-2-tosyl-β-D-galactopyranose is used in the HPLC detection and evaluation of chiral compounds with a laser-based chiroptical detector.

REFERENCES

• Reitsma, B., et al.: J. Chromatogr., 362, 353 (1986)
• Lloyd, D., et al.: Anal. Chem., 61, 1238 (1986)