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

• ChemBase ID: 89420
• Molecular Formular: C14H19N3O9
• Molecular Mass: 373.31536
• Monoisotopic Mass: 373.1121292
• SMILES: O1[C@@H]([C@H]([C@H]([C@@H]([C@H]1N=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C
• Canonical SMILES: [N-]=[N+]=N[C@H]1O[C@H](COC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H19N3O9/c1-6(18)22-5-10-11(23-7(2)19)12(24-8(3)20)13(25-9(4)21)14(26-10)16-17-15/h10-14H,5H2,1-4H3/t10-,11-,12-,13+,14+/m1/s1
• InChIKey: NHNYHKRWHCWHAJ-POQQGIQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-azidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-azidooxan-2-yl]methyl acetate
• Synonyms: 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide; 1-Azido-1-deoxy-beta-D-glucopyranoside tetraacetate 98%

Database IDs

• CAS Number: 13992-25-1
• MDL Number: MFCD00216966
• PubChem SID: 162076300
• PubChem CID: 71299545

CALCULATED PROPERTIES

• Acid pKa: 4.498334
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -0.45008144
• LogD (pH = 7.4): -0.4615755
• 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

• Melting Point: 122-124°C

Safety Information

• Storage Warning: Irritant/Store under Argon