[(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-fluorooxan-2-yl]methyl acetate

• ChemBase ID: 147811
• Molecular Formular: C14H19FO9
• Molecular Mass: 350.2936632
• Monoisotopic Mass: 350.10131041
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)F)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](F)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H19FO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11-,12+,13-,14-/m1/s1
• InChIKey: JJXATNWYELAACC-RKQHYHRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-fluorooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-fluorooxan-2-yl]methyl acetate
• Synonyms: β-D-Glucopyranosyl fluoride tetraacetate; 氟代四乙酸 β-D-吡喃葡萄糖酯

Database IDs

• CAS Number: 2823-46-3
• MDL Number: MFCD01862267
• PubChem SID: 162241994; 24873510
• PubChem CID: 11783062

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.40770674
• LogD (pH = 7.4): -0.40770674
• Log P: -0.40770674
• Molar Refractivity: 71.1485 cm^3
• Polarizability: 29.728989 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-85 °C(lit.)
• Optical Rotation: [α]23/D +21°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C14H19FO9

DETAILS

Sigma Aldrich - 510548

Packaging
1 g in glass bottle