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

• ChemBase ID: 146659
• Molecular Formular: C14H20ClNO8
• Molecular Mass: 365.7635
• Monoisotopic Mass: 365.08774429
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1Cl)COC(=O)C)OC(=O)C)OC(=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-KSTCHIGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6R)-3,4-bis(acetyloxy)-6-chloro-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6R)-3,4-bis(acetyloxy)-6-chloro-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: N,3,4,6-O-Tetraacetyl-α-D-glucosaminyl Chloride; 2-Acetamido-2-deoxy-3,4,6-triacetate α-D-Glucopyranosyl Chloride; 2-Acetamido-2-deoxy-triacetate Glucopyranosyl Chloride; 1-Chloro-1-deoxy-2,3,4,6-tetra-O-acetyl-α-D-glucosamine; 2-Acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl Chloride; Chloro 2-Acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranose; 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride; 2-Acetamido-2-deoxy-α-D-glucopyranosyl chloride 3,4,6-triacetate; 2-乙酰胺基-2-脱氧-3,4,6-三-O-乙酰-α-D-氯代吡喃葡糖; 2-乙酰氨基-3,4,6-三-O-乙酰-2-脱氧-α-D-吡喃葡萄糖酰基氯

Database IDs

• CAS Number: 3068-34-6
• EC Number: 221-325-6
• MDL Number: MFCD00069776
• PubChem SID: 162240852; 24865339
• PubChem CID: 11100622

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

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: >214 °C (dec.)(lit.); 124-126°C
• Optical Rotation: [α]20/D +105°, c = 1 in chloroform

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• German water hazard class: 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C14H20ClNO8

DETAILS

Sigma Aldrich - 405884

Packaging
1, 5 g in glass bottle