(2R,3S,4R)-3-(benzyloxy)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-4-ol

• ChemBase ID: 145613
• Molecular Formular: C13H16O4
• Molecular Mass: 236.26374
• Monoisotopic Mass: 236.10485899
• SMILES: c1ccc(cc1)CO[C@H]1[C@@H](C=CO[C@@H]1CO)O
• Canonical SMILES: OC[C@H]1OC=C[C@H]([C@@H]1OCc1ccccc1)O
• InChI: InChI=1S/C13H16O4/c14-8-12-13(11(15)6-7-16-12)17-9-10-4-2-1-3-5-10/h1-7,11-15H,8-9H2/t11-,12-,13+/m1/s1
• InChIKey: OIWQZGBSQDJVJN-UPJWGTAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-3-(benzyloxy)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-4-ol
• IUPAC Traditional name: (2R,3S,4R)-3-(benzyloxy)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-4-ol
• Synonyms: 4-O-Benzyl-D-glucal; 4-O-苄基-D-葡萄烯糖

Database IDs

• CAS Number: 58871-11-7
• MDL Number: MFCD01863610
• PubChem SID: 24873097; 162239818
• PubChem CID: 2734727

CALCULATED PROPERTIES

• Acid pKa: 13.595229
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.73025954
• LogD (pH = 7.4): 0.73025924
• Log P: 0.73025954
• Molar Refractivity: 63.1429 cm^3
• Polarizability: 24.878782 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 99-103 °C(lit.); 99-103°C
• Optical Rotation: [α]20/D +10°, c = 1 in chloroform; +10 (c=1 in chloroform)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H16O4

DETAILS

Sigma Aldrich - 497002

Packaging
250 mg in glass bottle