[(2R,3R,4R,5R)-3,4,6-tris(acetyloxy)-5-azidooxan-2-yl]methyl acetate

• ChemBase ID: 141802
• Molecular Formular: C14H19N3O9
• Molecular Mass: 373.31536
• Monoisotopic Mass: 373.1121292
• SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H](C(O1)OC(=O)C)N=[N+]=[N-])OC(=O)C)OC(=O)C
• Canonical SMILES: [N-]=[N+]=N[C@H]1C(OC(=O)C)O[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)COC(=O)C
• InChI: InChI=1S/C14H19N3O9/c1-6(18)22-5-10-12(23-7(2)19)13(24-8(3)20)11(16-17-15)14(26-10)25-9(4)21/h10-14H,5H2,1-4H3/t10-,11-,12+,13-,14?/m1/s1
• InChIKey: QKGHBQJLEHAMKJ-RQICVUQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4,6-tris(acetyloxy)-5-azidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4,6-tris(acetyloxy)-5-azidooxan-2-yl]methyl acetate
• Synonyms: 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose; 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-D-galactose; 2-Azido-2-deoxy-3,4,6-tri-O-acetyl-D-galactopyranosyl acetate; 2-Azido-D-galactose tetraacetate; 1,3,4,6-四-O-乙酰基-2-叠氮-2-脱氧-D-半乳糖; 1,3,4,6-四-O-乙酰基-2-叠氮-2-脱氧-D-吡喃半乳糖; 2-叠氮-2-脱氧-3,4,6-三-O-乙酰基-D-吡喃半乳糖乙酸酯; 2-叠氮-D-半乳糖四乙酸酯

Database IDs

• CAS Number: 84278-00-2
• MDL Number: MFCD02683262
• Beilstein Number: 4913077
• PubChem SID: 162236036
• PubChem CID: 10904812

CALCULATED PROPERTIES

• Acid pKa: 12.492443
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -0.46173882
• LogD (pH = 7.4): -0.4617423
• Log P: -0.34769315
• Molar Refractivity: 78.8219 cm^3
• Polarizability: 32.2624 Å^3
• Polar Surface Area: 143.86 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +110.0±4.0°, c = 1 in ethyl acetate

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-68
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H341
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (HPLC)
• Compostion: carbon, 44.1-45.9%; nitrogen, 10.9-11.6%
• Empirical Formula (Hill Notation): C14H19N3O9

DETAILS

Sigma Aldrich - 712809

Packaging
250 mg in glass bottle