[(2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxyoxan-2-yl]methanol

• ChemBase ID: 141773
• Molecular Formular: C28H32O6
• Molecular Mass: 464.55008
• Monoisotopic Mass: 464.21988874
• SMILES: CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: OC[C@H]1O[C@H](OC)[C@@H]([C@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C28H32O6/c1-30-28-27(33-20-23-15-9-4-10-16-23)26(32-19-22-13-7-3-8-14-22)25(24(17-29)34-28)31-18-21-11-5-2-6-12-21/h2-16,24-29H,17-20H2,1H3/t24-,25-,26+,27-,28+/m1/s1
• InChIKey: MOKYEUQDXDKNDX-DFLSAPQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxyoxan-2-yl]methanol
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxyoxan-2-yl]methanol
• Synonyms: Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside; 甲基-2,3,4-三-O-苄基-α-D-吡喃葡萄糖苷

Database IDs

• CAS Number: 53008-65-4
• MDL Number: MFCD06798958
• Beilstein Number: 1442065
• PubChem SID: 162236007
• PubChem CID: 11190476

CALCULATED PROPERTIES

• Acid pKa: 14.58272
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.813386
• LogD (pH = 7.4): 4.813386
• Log P: 4.813386
• Molar Refractivity: 128.766 cm^3
• Polarizability: 51.27114 Å^3
• Polar Surface Area: 66.38 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D 23.0±2.0°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C28H32O6

DETAILS

Sigma Aldrich - 712140

Packaging
1 g in glass bottle