[(2R,3R,4R,5R,6R)-3,4-bis(acetyloxy)-5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-6-fluorooxan-2-yl]methyl acetate

• ChemBase ID: 134272
• Molecular Formular: C20H20FNO9
• Molecular Mass: 437.3725032
• Monoisotopic Mass: 437.11220945
• SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)F)N1C(=O)c2ccccc2C1=O)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1[C@@H](OC(=O)C)[C@@H](COC(=O)C)O[C@@H]([C@@H]1N1C(=O)c2c(C1=O)cccc2)F
• InChI: InChI=1S/C20H20FNO9/c1-9(23)28-8-14-16(29-10(2)24)17(30-11(3)25)15(18(21)31-14)22-19(26)12-6-4-5-7-13(12)20(22)27/h4-7,14-18H,8H2,1-3H3/t14-,15-,16+,17-,18+/m1/s1
• InChIKey: YRVBOYANNCZRHU-SFFUCWETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R,6R)-3,4-bis(acetyloxy)-5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-6-fluorooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R,6R)-3,4-bis(acetyloxy)-5-(1,3-dioxoisoindol-2-yl)-6-fluorooxan-2-yl]methyl acetate
• Synonyms: 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl-α-D-galactopyranosyl fluoride

Database IDs

• CAS Number: 177966-56-2
• MDL Number: MFCD00792659
• PubChem SID: 162228549
• PubChem CID: 71308785

CALCULATED PROPERTIES

• Acid pKa: 19.187391
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.586844
• LogD (pH = 7.4): 0.586844
• Log P: 0.586844
• Molar Refractivity: 97.9472 cm^3
• Polarizability: 38.589287 Å^3
• Polar Surface Area: 125.51 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Impurities: ≤10% β-anomer