[(2R,3S,4S,5S,6S)-3,4-bis(acetyloxy)-6-chloro-5-acetamidooxan-2-yl]methyl acetate

• ChemBase ID: 87869
• Molecular Formular: C14H20ClNO8
• Molecular Mass: 365.7635
• Monoisotopic Mass: 365.08774429
• SMILES: O1[C@@H]([C@H]([C@H]([C@@H]([C@@H]1Cl)NC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@@H](COC(=O)C)O[C@H]([C@H]([C@@H]1OC(=O)C)NC(=O)C)Cl
• InChI: InChI=1S/C14H20ClNO8/c1-6(17)16-11-13(23-9(4)20)12(22-8(3)19)10(24-14(11)15)5-21-7(2)18/h10-14H,5H2,1-4H3,(H,16,17)/t10-,11+,12-,13+,14-/m1/s1
• InChIKey: NAYYKQAWUWXLPD-XHJNMGKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5S,6S)-3,4-bis(acetyloxy)-6-chloro-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5S,6S)-3,4-bis(acetyloxy)-6-chloro-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: (2R,3S,4R,5R,6R)-5-(Acetylamino)-2-[(acetyloxy)methyl]-6-chlorotetrahydro-2H-pyran-3,4-diyl diacetate,2-Acetamido-2-deoxy-alpha-D-glucopyranosyl chloride 3,4,6-triacetate; 2-Acetamido-1-chloro-2-deoxy-3,4,6-tri-O-acetyl-alpha-D-glucopyranose

Database IDs

• CAS Number: 3068-34-6
• MDL Number: MFCD00069776
• PubChem SID: 162074909
• PubChem CID: 71299528

CALCULATED PROPERTIES

• Acid pKa: 11.573198
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.7034407
• LogD (pH = 7.4): -0.703466
• Log P: -0.7034401
• Molar Refractivity: 78.0168 cm^3
• Polarizability: 32.197075 Å^3
• Polar Surface Area: 117.23 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 214(dec)°C

Safety Information

• Storage Warning: Irritant/Keep Cold