(2R,3R,4S,5S,6R)-2-(4-nitrophenoxy)-6-[(triphenylmethoxy)methyl]oxane-3,4,5-triol

• ChemBase ID: 175406
• Molecular Formular: C31H29NO8
• Molecular Mass: 543.56386
• Monoisotopic Mass: 543.18931689
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COC(c1ccccc1)(c1ccccc1)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-])O)O)O
• Canonical SMILES: O[C@@H]1[C@H](COC(c2ccccc2)(c2ccccc2)c2ccccc2)O[C@@H]([C@H]([C@H]1O)O)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C31H29NO8/c33-27-26(40-30(29(35)28(27)34)39-25-18-16-24(17-19-25)32(36)37)20-38-31(21-10-4-1-5-11-21,22-12-6-2-7-13-22)23-14-8-3-9-15-23/h1-19,26-30,33-35H,20H2/t26-,27-,28+,29-,30+/m1/s1
• InChIKey: HUYKQPASBOHHIN-RLXMVLCYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-(4-nitrophenoxy)-6-[(triphenylmethoxy)methyl]oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-(4-nitrophenoxy)-6-[(triphenylmethoxy)methyl]oxane-3,4,5-triol
• Synonyms: p-Nitrophenyl 6-O-Trityl-α-D-glucopyranoside; 4-Nitrophenyl 6-O-Trityl-α-D-glucopyranoside

Database IDs

• CAS Number: 655246-35-8
• PubChem SID: 164231316
• PubChem CID: 71307239

CALCULATED PROPERTIES

• Acid pKa: 12.201856
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 5.1416783
• LogD (pH = 7.4): 5.141671
• Log P: 5.1416783
• Molar Refractivity: 147.3094 cm^3
• Polarizability: 57.045025 Å^3
• Polar Surface Area: 134.2 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Hot Chloroform; Hot Methanol
• Apperance: Off-White Solid
• Melting Point: 65-67°C

DETAILS

Toronto Research Chemicals - N507525

Contains some of the beta anomer.