(2R,3R,4S,5R,6R)-2-azido-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 139574
• Molecular Formular: C6H11N3O5
• Molecular Mass: 205.16864
• Monoisotopic Mass: 205.06987047
• SMILES: C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)N=[N+]=[N-])O)O)O)O
• Canonical SMILES: [N-]=[N+]=N[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H11N3O5/c7-9-8-6-5(13)4(12)3(11)2(1-10)14-6/h2-6,10-13H,1H2/t2-,3+,4+,5-,6-/m1/s1
• InChIKey: KSRDTSABQYNYMP-FPRJBGLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6R)-2-azido-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R,6R)-2-azido-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 1-Azido-1-deoxy-β-D-galactopyranoside; 1-叠氮-1-脱氧-β-D-吡喃半乳糖苷

Database IDs

• CAS Number: 35899-89-9
• MDL Number: MFCD00181720
• PubChem SID: 24873727; 162233822
• PubChem CID: 16213748

CALCULATED PROPERTIES

• Acid pKa: 12.353503
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.2262404
• LogD (pH = 7.4): -2.2262452
• Log P: -2.1121948
• Molar Refractivity: 42.2159 cm^3
• Polarizability: 16.860182 Å^3
• Polar Surface Area: 119.58 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +23°, c = 1% in DMSO

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C6H11N3O5

DETAILS

Sigma Aldrich - 513989

Packaging
500 mg in glass bottle