(2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-oxooxolan-3-yl benzoate

• ChemBase ID: 150403
• Molecular Formular: C19H14F2O6
• Molecular Mass: 376.3076664
• Monoisotopic Mass: 376.07584461
• SMILES: c1ccc(cc1)C(=O)OC[C@@H]1[C@H](C(C(=O)O1)(F)F)OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OC[C@H]1OC(=O)C([C@@H]1OC(=O)c1ccccc1)(F)F
• InChI: InChI=1S/C19H14F2O6/c20-19(21)15(27-17(23)13-9-5-2-6-10-13)14(26-18(19)24)11-25-16(22)12-7-3-1-4-8-12/h1-10,14-15H,11H2/t14-,15-/m1/s1
• InChIKey: SHHNEUNVMZNOID-HUUCEWRRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-oxooxolan-3-yl benzoate; [(2R,3R)-3-(benzoyloxy)-4,4-difluoro-5-oxooxolan-2-yl]methyl benzoate
• IUPAC Traditional name: (2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-oxooxolan-3-yl benzoate; [(2R,3R)-3-(benzoyloxy)-4,4-difluoro-5-oxooxolan-2-yl]methyl benzoate
• Synonyms: ((2R,3R)-3-(Benzoyloxy)-4,4-difluoro-5-oxotetrahydrofuran-2-yl)methyl benzoate; 2-Deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate; 2-脱氧-2,2-二氟戊呋喃糖-1-酮 3,5-二安息香酸盐

Database IDs

• CAS Number: 122111-01-7
• MDL Number: MFCD08458308; MFCD00209570
• PubChem SID: 162244564
• PubChem CID: 9821015

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.3588285
• LogD (pH = 7.4): 4.3588285
• Log P: 4.3588285
• Molar Refractivity: 87.2409 cm^3
• Polarizability: 33.94446 Å^3
• Polar Surface Area: 78.9 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 117-119 °C(lit.)
• Optical Rotation: [α]25/D +62°, c = 1 in ethyl acetate

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C19H14F2O6

DETAILS

Sigma Aldrich - 422568

Application
Useful for the preparation of difluorinated pyrimidine nucleosides.1