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

• ChemBase ID: 145918
• Molecular Formular: C13H16O3
• Molecular Mass: 220.26434
• Monoisotopic Mass: 220.10994437
• SMILES: C[C@H]1[C@@H]([C@H](C=CO1)O)OCc1ccccc1
• Canonical SMILES: C[C@@H]1OC=C[C@@H]([C@H]1OCc1ccccc1)O
• InChI: InChI=1S/C13H16O3/c1-10-13(12(14)7-8-15-10)16-9-11-5-3-2-4-6-11/h2-8,10,12-14H,9H2,1H3/t10-,12-,13-/m0/s1
• InChIKey: ZPIBWTYMFFSTBY-DRZSPHRISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S)-3-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-4-ol
• IUPAC Traditional name: (2S,3R,4S)-3-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-4-ol
• Synonyms: 4-O-Benzyl-6-deoxy-L-glucal; 4-O-Benzyl-L-rhamnal; 4-O-苄基-6-脱氧-L-葡萄烯糖; 4-O-苄基-L-鼠李醛

Database IDs

• CAS Number: 117249-16-8
• MDL Number: MFCD01863607
• PubChem SID: 162240118; 24873095
• PubChem CID: 2734729

CALCULATED PROPERTIES

• Acid pKa: 13.648758
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.7771695
• LogD (pH = 7.4): 1.7771692
• Log P: 1.7771695
• Molar Refractivity: 61.5992 cm^3
• Polarizability: 24.246046 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 111-113 °C(lit.)
• Optical Rotation: [α]22/D -9°, c = 1 in chloroform

Safety Information

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

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C13H16O3

DETAILS

Sigma Aldrich - 496979

Packaging
100 mg in glass bottle