(2R,3R,4R,5R,6S)-5-azido-6-(benzyloxy)-2-(hydroxymethyl)oxane-3,4-diol

• ChemBase ID: 161410
• Molecular Formular: C13H17N3O5
• Molecular Mass: 295.29118
• Monoisotopic Mass: 295.11682066
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)OCc1ccccc1)N=[N+]=[N-])O)O
• Canonical SMILES: OC[C@@H]1O[C@H](OCc2ccccc2)[C@H]([C@H]([C@H]1O)O)N=[N+]=[N-]
• InChI: InChI=1S/C13H17N3O5/c14-16-15-10-12(19)11(18)9(6-17)21-13(10)20-7-8-4-2-1-3-5-8/h1-5,9-13,17-19H,6-7H2/t9-,10-,11+,12-,13+/m1/s1
• InChIKey: NZPDOBJGGCDISD-LBELIVKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R,6S)-5-azido-6-(benzyloxy)-2-(hydroxymethyl)oxane-3,4-diol
• IUPAC Traditional name: (2R,3R,4R,5R,6S)-5-azido-6-(benzyloxy)-2-(hydroxymethyl)oxane-3,4-diol
• Synonyms: Phenylmethyl 2-Azido-2-deoxy-α-D-galactopyranoside; Benzyl 2-Azido-2-deoxy-α-D-galactopyranoside

Database IDs

• CAS Number: 166907-09-1
• PubChem SID: 162255545
• PubChem CID: 71313770

CALCULATED PROPERTIES

• Acid pKa: 12.60826
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.14135915
• LogD (pH = 7.4): 0.1413565
• Log P: 0.25540483
• Molar Refractivity: 71.5797 cm^3
• Polarizability: 28.123648 Å^3
• Polar Surface Area: 108.58 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid

REFERENCES

• Vavasseur, F., et al.: Glycobiol., 5, 351 (1995)