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

• ChemBase ID: 147194
• Molecular Formular: C27H22O7
• Molecular Mass: 458.45938
• Monoisotopic Mass: 458.13655304
• SMILES: c1ccc(cc1)C(=O)OC[C@@H]1[C@@H]([C@@H](C=CO1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)O[C@H]1[C@H](OC=C[C@H]1OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C27H22O7/c28-25(19-10-4-1-5-11-19)32-18-23-24(34-27(30)21-14-8-3-9-15-21)22(16-17-31-23)33-26(29)20-12-6-2-7-13-20/h1-17,22-24H,18H2/t22-,23-,24-/m1/s1
• InChIKey: OZFFEFRJEYIEGH-WXFUMESZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R)-3,4-bis(benzoyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,3R,4R)-3,4-bis(benzoyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl benzoate
• Synonyms: Tri-O-benzoyl-D-galactal; 三-O-苯甲酰基-D-半乳醛

Database IDs

• CAS Number: 34948-79-3
• MDL Number: MFCD00135160
• PubChem SID: 162241385; 24870360
• PubChem CID: 12903109

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.8485594
• LogD (pH = 7.4): 5.8485594
• Log P: 5.8485594
• Molar Refractivity: 123.2451 cm^3
• Polarizability: 48.035034 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: >113 °C; >235.4 °F

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): C27H22O7

DETAILS

Sigma Aldrich - 466700

Packaging
5 g in glass bottle
Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1