(2R,4S,5S)-2-{[(2R,4R,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-6-(chloromethyl)oxane-3,4,5-triol

• ChemBase ID: 178969
• Molecular Formular: C12H19Cl3O8
• Molecular Mass: 397.63346
• Monoisotopic Mass: 396.01455061
• SMILES: [C@@H]1([C@@H](C([C@H](OC1CCl)O[C@]1(C([C@@H]([C@H](O1)CCl)O)O)CCl)O)O)O
• Canonical SMILES: ClC[C@H]1O[C@@](C([C@@H]1O)O)(CCl)O[C@H]1OC(CCl)[C@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C12H19Cl3O8/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,16-20H,1-3H2/t4?,5-,6-,7+,8+,9?,10?,11-,12+/m1/s1
• InChIKey: BPQOIESVQZIMHQ-MPZPMKCMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S,5S)-2-{[(2R,4R,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-6-(chloromethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,4S,5S)-2-{[(2R,4R,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-6-(chloromethyl)oxane-3,4,5-triol
• Synonyms: 1,6-Dichloro-1,6-dideoxy-β-D-fructofuranosyl α-D-Glucopyranoside; 6-Chloro-6-deoxy-1',6,6'-trichloro-1',6,6'-trideoxysucrose; 1',6,6'-Trichlorosucrose; 6,1',6'-Trichloro-6,1',6'-trideoxysucrose; 6,1',6'-Trichlorosucrose; NSC 297293; 1',6,6'-Trichloro Sucrose

Database IDs

• CAS Number: 40631-75-2
• PubChem SID: 164234879
• PubChem CID: 71752710

CALCULATED PROPERTIES

• Polar Surface Area: 128.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 11.875053
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.46505958
• LogD (pH = 7.4): -0.4650739
• Log P: -0.4650594
• Molar Refractivity: 77.9271 cm^3
• Polarizability: 32.65287 Å^3

DETAILS

Toronto Research Chemicals - T774225

Sucralose (S692500) impurity. It is used in the method for the purification of Sucralose. Polar impurities may be removed with methanol and non-polar impurities may be removed by using dichloromethane-water-MTBE.

REFERENCES

• Lord, G., et al.: Food Chem. Toxicol., 28, 449 (1990)
• Newberne, P., et al.: Toxicol. Pathology, 16, 449 (1990)