[(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-bromooxan-2-yl]methyl benzoate

• ChemBase ID: 148286
• Molecular Formular: C34H27BrO9
• Molecular Mass: 659.47678
• Monoisotopic Mass: 658.08384444
• SMILES: c1ccc(cc1)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)Br)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: Br[C@H]1O[C@H](COC(=O)c2ccccc2)[C@H]([C@@H]([C@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C34H27BrO9/c35-30-29(44-34(39)25-19-11-4-12-20-25)28(43-33(38)24-17-9-3-10-18-24)27(42-32(37)23-15-7-2-8-16-23)26(41-30)21-40-31(36)22-13-5-1-6-14-22/h1-20,26-30H,21H2/t26-,27-,28+,29-,30+/m1/s1
• InChIKey: WISFGQOOKBVKPD-RLXMVLCYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-bromooxan-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-bromooxan-2-yl]methyl benzoate
• Synonyms: α-D-Glucopyranosyl bromide tetrabenzoate; 2-D-溴化吡喃葡糖-四苄酯

Database IDs

• CAS Number: 14218-11-2
• MDL Number: MFCD00010694
• PubChem SID: 24857586; 162242462
• PubChem CID: 10556295

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 8.129746
• LogD (pH = 7.4): 8.129746
• Log P: 8.129746
• Molar Refractivity: 161.5656 cm^3
• Polarizability: 63.170383 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 128-131 °C(lit.)
• Optical Rotation: [α]20/D +125°, 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

• Empirical Formula (Hill Notation): C34H27BrO9

DETAILS

Sigma Aldrich - 292427

Packaging
5 g in glass bottle