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

• ChemBase ID: 137659
• Molecular Formular: C20H18O6
• Molecular Mass: 354.35332
• Monoisotopic Mass: 354.1103383
• SMILES: c1ccc(cc1)C(=O)OC[C@@H]1[C@@H]([C@@H](C=CO1)OC(=O)c1ccccc1)O
• Canonical SMILES: O[C@H]1[C@H](OC=C[C@H]1OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C20H18O6/c21-18-16(26-20(23)15-9-5-2-6-10-15)11-12-24-17(18)13-25-19(22)14-7-3-1-4-8-14/h1-12,16-18,21H,13H2/t16-,17-,18-/m1/s1
• InChIKey: MXJFEWOUOTWSTM-KZNAEPCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R)-4-(benzoyloxy)-3-hydroxy-3,4-dihydro-2H-pyran-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,3R,4R)-4-(benzoyloxy)-3-hydroxy-3,4-dihydro-2H-pyran-2-yl]methyl benzoate
• Synonyms: 3,6-Di-O-benzoyl-D-galactal; 3,6-二-O-苯甲酰基-D-半乳醛

Database IDs

• CAS Number: 130323-36-3
• PubChem SID: 162231921; 24873159
• PubChem CID: 11348785

CALCULATED PROPERTIES

• Acid pKa: 13.036948
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.3532596
• LogD (pH = 7.4): 3.3532586
• Log P: 3.3532596
• Molar Refractivity: 93.4231 cm^3
• Polarizability: 36.49372 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 122-124 °C(lit.)
• Optical Rotation: [α]22/D -104°, c = 1.1 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: 97%
• Empirical Formula (Hill Notation): C20H18O6