(2R,3S,4R)-2-[(benzoyloxy)methyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl benzoate

• ChemBase ID: 301650
• Molecular Formular: C20H18O6
• Molecular Mass: 354.35332
• Monoisotopic Mass: 354.1103383
• SMILES: [C@H]1(C=CO[C@@H]([C@H]1OC(=O)c1ccccc1)COC(=O)c1ccccc1)O
• Canonical SMILES: O[C@@H]1C=CO[C@@H]([C@H]1OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C20H18O6/c21-16-11-12-24-17(13-25-19(22)14-7-3-1-4-8-14)18(16)26-20(23)15-9-5-2-6-10-15/h1-12,16-18,21H,13H2/t16-,17-,18+/m1/s1
• InChIKey: MXWROVLTSQIYAL-KURKYZTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-2-[(benzoyloxy)methyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl benzoate
• IUPAC Traditional name: (2R,3S,4R)-2-[(benzoyloxy)methyl]-4-hydroxy-3,4-dihydro-2H-pyran-3-yl benzoate
• Synonyms: 3,6-Di-O-benzoyl-D-glucal

Database IDs

• CAS Number: 58871-06-0
• MDL Number: MFCD01321284

CALCULATED PROPERTIES

• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 13.619701
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.3532596
• LogD (pH = 7.4): 3.3532593
• Log P: 3.3532596
• Molar Refractivity: 93.4231 cm^3
• Polarizability: 36.49374 Å^3

PROPERTIES

Physical Property

• Melting Point: 129-134°C
• Optical Rotation: -102 (c=1 in chloroform

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 97%