(2S,3S,4S)-6-methoxy-2-methyl-4-(trifluoroacetamido)oxan-3-yl acetate

• ChemBase ID: 174402
• Molecular Formular: C11H16F3NO5
• Molecular Mass: 299.2436496
• Monoisotopic Mass: 299.09805728
• SMILES: [C@@H]1([C@@H](OC(=O)C)[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)OC(=O)C
• InChI: InChI=1S/C11H16F3NO5/c1-5-9(20-6(2)16)7(4-8(18-3)19-5)15-10(17)11(12,13)14/h5,7-9H,4H2,1-3H3,(H,15,17)/t5-,7-,8?,9+/m0/s1
• InChIKey: XMAFQPWDTCGCJH-BNYHIVIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S)-6-methoxy-2-methyl-4-(trifluoroacetamido)oxan-3-yl acetate
• IUPAC Traditional name: (2S,3S,4S)-6-methoxy-2-methyl-4-(trifluoroacetamido)oxan-3-yl acetate
• Synonyms: Methyl 2,3,6-Trideoxy-3-[(trifluoroacetyl)amino]-L-lyxo-hexopyranoside 4-Acetate; Methyl N-Trifluoroacetyl-4-acetyl-daunosaminide

Database IDs

• PubChem SID: 164230312
• PubChem CID: 71750630

CALCULATED PROPERTIES

• Acid pKa: 5.6493278
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.74457026
• LogD (pH = 7.4): 0.055809222
• Log P: 0.94355416
• Molar Refractivity: 58.8832 cm^3
• Polarizability: 23.38639 Å^3
• Polar Surface Area: 73.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M330935

Intermediate in the production of Daunorubicin.