[(2R,3S,4R,6S)-4,6-bis(acetyloxy)-5-azido-3-(carboxyoxy)oxan-2-yl]methyl acetate

• ChemBase ID: 141800
• Molecular Formular: C13H17N3O10
• Molecular Mass: 375.28818
• Monoisotopic Mass: 375.09139376
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H](C([C@@H](O1)OC(=O)C)N=[N+]=[N-])OC(=O)C)OC(=O)O
• Canonical SMILES: [N-]=[N+]=NC1[C@H](OC(=O)C)O[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)O)COC(=O)C
• InChI: InChI=1S/C13H17N3O10/c1-5(17)22-4-8-10(26-13(20)21)11(23-6(2)18)9(15-16-14)12(25-8)24-7(3)19/h8-12H,4H2,1-3H3,(H,20,21)/t8-,9?,10-,11-,12-/m1/s1
• InChIKey: NKGUHWHPMGOFTK-XBINAETPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,6S)-4,6-bis(acetyloxy)-5-azido-3-(carboxyoxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,6S)-4,6-bis(acetyloxy)-5-azido-3-(carboxyoxy)oxan-2-yl]methyl acetate
• Synonyms: 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose; 2-Azido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl acetate; 2-Azido-β-D-glucose tetraacetate; 1,3,4,6-四-O-乙酰基-2-叠氮-2-脱氧-β-D-吡喃葡萄糖; 2-叠氮-2-脱氧-3,4,6-三-O-乙酰基-β-D-吡喃葡萄糖乙酸酯; 2-叠氮-β-D-葡萄糖四乙酸酯

Database IDs

• CAS Number: 80321-89-7
• Beilstein Number: 4337930
• PubChem SID: 162236034
• PubChem CID: 71310698

CALCULATED PROPERTIES

• Acid pKa: 6.3254294
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.04882232
• LogD (pH = 7.4): -1.0965128
• Log P: 0.12570393
• Molar Refractivity: 75.6764 cm^3
• Polarizability: 31.021717 Å^3
• Polar Surface Area: 164.09 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +2.9±0.4°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-68
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H341
• 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% (HPLC)
• Empirical Formula (Hill Notation): C14H19N3O9

DETAILS

Sigma Aldrich - 712787

Packaging
100 mg in glass bottle