N-[(2R,3R,4R,5S,6R)-2-azido-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]oxan-3-yl]acetamide

• ChemBase ID: 140497
• Molecular Formular: C29H32N4O5
• Molecular Mass: 516.58818
• Monoisotopic Mass: 516.23727014
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1N=[N+]=[N-])COCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: [N-]=[N+]=N[C@@H]1O[C@H](COCc2ccccc2)[C@H]([C@@H]([C@H]1NC(=O)C)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C29H32N4O5/c1-21(34)31-26-28(37-19-24-15-9-4-10-16-24)27(36-18-23-13-7-3-8-14-23)25(38-29(26)32-33-30)20-35-17-22-11-5-2-6-12-22/h2-16,25-29H,17-20H2,1H3,(H,31,34)/t25-,26-,27-,28-,29-/m1/s1
• InChIKey: XOOBJDMHDWWHLZ-HWVUQVAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-2-azido-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S,6R)-2-azido-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]oxan-3-yl]acetamide
• Synonyms: 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl azide; 2-乙酰氨基-3,4,6-三-O-苄基-2-脱氧-β-D-吡喃葡萄糖酰基叠氮化物

Database IDs

• CAS Number: 214467-60-4
• MDL Number: MFCD06797049
• PubChem SID: 162234741
• PubChem CID: 15379132

CALCULATED PROPERTIES

• Acid pKa: 12.69609
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 4.588523
• LogD (pH = 7.4): 4.5885215
• Log P: 4.702569
• Molar Refractivity: 141.4086 cm^3
• Polarizability: 55.274498 Å^3
• Polar Surface Area: 95.45 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]/D 5.0±0.5°, c = 1 in chloroform

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: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C29H32N4O5

DETAILS

Sigma Aldrich - 671215

Packaging
100, 500 mg in glass bottle