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

• ChemBase ID: 142534
• Molecular Formular: C15H18N4O9
• Molecular Mass: 398.32482
• Monoisotopic Mass: 398.10737818
• SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@](O1)(C#N)N=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: [N-]=[N+]=N[C@]1(C#N)O[C@H](COC(=O)C)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C15H18N4O9/c1-7(20)24-5-11-12(25-8(2)21)13(26-9(3)22)14(27-10(4)23)15(6-16,28-11)18-19-17/h11-14H,5H2,1-4H3/t11-,12+,13+,14-,15-/m1/s1
• InChIKey: AEIYXWZYBCMANA-GZBLMMOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-azido-6-cyanooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-azido-6-cyanooxan-2-yl]methyl acetate
• Synonyms: 2,3,4,6-Tetra-O-acetyl-1-azido-1-deoxy-α-D-galactopyranosyl cyanide; 2,3,4,6-四-O-乙酰基-1-叠氮基-1-脱氧-α-D-吡喃半乳糖基氰化物

Database IDs

• CAS Number: 168567-90-6
• MDL Number: MFCD08703896
• Beilstein Number: 7235305
• PubChem SID: 162236762
• PubChem CID: 11729024

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): -0.3871212
• LogD (pH = 7.4): -0.3871212
• Log P: -0.27307555
• Molar Refractivity: 84.1436 cm^3
• Polarizability: 34.003895 Å^3
• Polar Surface Area: 167.65 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D 39.0±2.0°, c = 1 in ethanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• 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: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C15H18N4O9

DETAILS

Sigma Aldrich - 712817

Packaging
100 mg in glass bottle