2,2,2-trifluoro-N-[(2S,3S,4S)-3-hydroxy-6-methoxy-2-methyloxan-4-yl]acetamide

• ChemBase ID: 174403
• Molecular Formular: C9H14F3NO4
• Molecular Mass: 257.2069696
• Monoisotopic Mass: 257.08749259
• SMILES: [C@@H]1([C@@H](O)[C@H](NC(=O)C(F)(F)F)CC(O1)OC)C
• Canonical SMILES: COC1C[C@@H](NC(=O)C(F)(F)F)[C@@H]([C@@H](O1)C)O
• InChI: InChI=1S/C9H14F3NO4/c1-4-7(14)5(3-6(16-2)17-4)13-8(15)9(10,11)12/h4-7,14H,3H2,1-2H3,(H,13,15)/t4-,5-,6?,7+/m0/s1
• InChIKey: QRZHBFJQGCCEPR-WJCGWMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoro-N-[(2S,3S,4S)-3-hydroxy-6-methoxy-2-methyloxan-4-yl]acetamide
• IUPAC Traditional name: 2,2,2-trifluoro-N-[(2S,3S,4S)-3-hydroxy-6-methoxy-2-methyloxan-4-yl]acetamide
• Synonyms: Methyl 2,3,6-Trideoxy-3-[(2,2,2-trifluoroacetyl)amino]-L-lyxo-hexopyranoside; Methyl N-Trifluoroacetyldaunosaminide

Database IDs

• CAS Number: 51996-41-9
• PubChem SID: 164230313
• PubChem CID: 12836806

CALCULATED PROPERTIES

• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 5.5807953
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.27920753
• LogD (pH = 7.4): -0.39283517
• Log P: 0.50242877
• Molar Refractivity: 49.7317 cm^3
• Polarizability: 19.554554 Å^3
• Polar Surface Area: 67.79 Å^2

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M330940

Intermediate in the production of Daunorubicin.