methyl (2S,3R,4R,5R)-3,4,6-tris(acetyloxy)-5-azidooxane-2-carboxylate

• ChemBase ID: 160996
• Molecular Formular: C13H17N3O9
• Molecular Mass: 359.28878
• Monoisotopic Mass: 359.09647914
• SMILES: [C@H]1([C@@H]([C@@H](C(O[C@H]1C(=O)OC)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)C(=O)OC
• InChI: InChI=1S/C13H17N3O9/c1-5(17)22-9-8(15-16-14)13(24-7(3)19)25-11(12(20)21-4)10(9)23-6(2)18/h8-11,13H,1-4H3/t8-,9-,10-,11+,13?/m1/s1
• InChIKey: MPMKPOBPFWONGP-LWYAWAMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3R,4R,5R)-3,4,6-tris(acetyloxy)-5-azidooxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3R,4R,5R)-3,4,6-tris(acetyloxy)-5-azidooxane-2-carboxylate
• Synonyms: 2-Azido-2-deoxy-α-D-galactopyranuronic Acid 1,3,4-Triacetate Methyl Ester; 2-Azido-2-deoxy-D-galacturonate 1,3,4-Triacetate Methyl Ester

Database IDs

• CAS Number: 81997-92-4
• PubChem SID: 162255131
• PubChem CID: 71313571

CALCULATED PROPERTIES

• Acid pKa: 12.468444
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -0.43669567
• LogD (pH = 7.4): -0.43669933
• Log P: -0.32264996
• Molar Refractivity: 74.3069 cm^3
• Polarizability: 30.462006 Å^3
• Polar Surface Area: 143.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Colorless Oil