(3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl acetate

• ChemBase ID: 158850
• Molecular Formular: C10H17NO7
• Molecular Mass: 263.24448
• Monoisotopic Mass: 263.10050189
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1CO)O)NC(=O)C)OC(=O)C)O
• Canonical SMILES: OC[C@@H]1OC(O)[C@H]([C@H]([C@@H]1O)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C10H17NO7/c1-4(13)11-7-9(17-5(2)14)8(15)6(3-12)18-10(7)16/h6-10,12,15-16H,3H2,1-2H3,(H,11,13)/t6-,7-,8-,9-,10?/m1/s1
• InChIKey: YNJNXDFAPWSUSI-WWGUJXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl acetate
• IUPAC Traditional name: (3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl acetate
• Synonyms: 2-Acetamido-3-O-acetyl-2-deoxy-D-glucopyranose; 2-(Acetylamino)-2-deoxy-D-glucose 3-Acetate; N-Acetyl-glucosamine 3-Acetate

Database IDs

• CAS Number: 51449-93-5
• PubChem SID: 162252985
• PubChem CID: 15098512

CALCULATED PROPERTIES

• H Donor: 4
• LogD (pH = 5.5): -2.7794495
• LogD (pH = 7.4): -2.779476
• Log P: -2.779449
• Molar Refractivity: 56.1762 cm^3
• Polarizability: 23.252766 Å^3
• Polar Surface Area: 125.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 11.595918
• H Acceptors: 6

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 166-168°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A137500

A useful synthetic intermediate for carbohydrate chemistry.