[(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-fluoro-5-(trifluoroacetamido)oxan-2-yl]methyl acetate

• ChemBase ID: 179032
• Molecular Formular: C14H17F4NO8
• Molecular Mass: 403.2802928
• Monoisotopic Mass: 403.08902939
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)F)NC(=O)C(F)(F)F)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)NC(=O)C(F)(F)F
• InChI: InChI=1S/C14H17F4NO8/c1-5(20)24-4-8-10(25-6(2)21)11(26-7(3)22)9(12(15)27-8)19-13(23)14(16,17)18/h8-12H,4H2,1-3H3,(H,19,23)/t8-,9-,10-,11-,12-/m1/s1
• InChIKey: IUMBPUJJIQYHPU-LZQZFOIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-fluoro-5-(trifluoroacetamido)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-fluoro-5-(trifluoroacetamido)oxan-2-yl]methyl acetate
• Synonyms: 2-Trifluroacetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl Fluoride

Database IDs

• CAS Number: 137686-91-0
• PubChem SID: 164234942
• PubChem CID: 71752746

CALCULATED PROPERTIES

• Acid pKa: 4.4838552
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.7214624
• LogD (pH = 7.4): -0.9434146
• Log P: -0.0045386935
• Molar Refractivity: 74.1085 cm^3
• Polarizability: 29.905527 Å^3
• Polar Surface Area: 117.23 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Ethanol; Methanol
• Apperance: White to Off White Solid
• Melting Point: 121-123°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Freezer