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

• ChemBase ID: 83871
• Molecular Formular: C13H17N3O9
• Molecular Mass: 359.28878
• Monoisotopic Mass: 359.09647914
• SMILES: O1[C@@H]([C@H](OC(=O)C)[C@H]([C@@H]([C@H]1C(=O)OC)OC(=O)C)OC(=O)C)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=N[C@H]1O[C@H](C(=O)OC)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C13H17N3O9/c1-5(17)22-8-9(23-6(2)18)11(13(20)21-4)25-12(15-16-14)10(8)24-7(3)19/h8-12H,1-4H3/t8-,9-,10+,11-,12-/m0/s1
• InChIKey: PMUZMIKGOMUGFG-SVNGYHJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-azidooxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-azidooxane-2-carboxylate
• Synonyms: Methyl 3,4,5-tri(acetyloxy)-6-azidotetrahydro-2H-pyran-2-carboxylate

Database IDs

• MDL Number: MFCD00204287
• PubChem SID: 162070988
• PubChem CID: 71299483

CALCULATED PROPERTIES

• Acid pKa: 4.4982734
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -0.42503974
• LogD (pH = 7.4): -0.43653235
• 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