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

• ChemBase ID: 136915
• Molecular Formular: C18H31N3O8Si
• Molecular Mass: 445.53954
• Monoisotopic Mass: 445.1880415
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[Si](C)(C)C(C)(C)C)N=[N+]=[N-])OC(=O)C)OC(=O)C
• Canonical SMILES: [N-]=[N+]=N[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)COC(=O)C)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C18H31N3O8Si/c1-10(22)25-9-13-15(26-11(2)23)16(27-12(3)24)14(20-21-19)17(28-13)29-30(7,8)18(4,5)6/h13-17H,9H2,1-8H3/t13-,14-,15-,16-,17+/m1/s1
• InChIKey: IFAXCGVPFHELQE-HHARLNAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-azido-6-[(tert-butyldimethylsilyl)oxy]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-azido-6-[(tert-butyldimethylsilyl)oxy]oxan-2-yl]methyl acetate
• Synonyms: 1-O-tert-Butyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranoside 3,4,6-triacetate; 1-O-叔丁基二甲基硅基 2-叠氮基-2-脱氧-β-D-吡喃葡萄糖苷 3,4,6-三乙酸酯

Database IDs

• CAS Number: 99049-65-7
• MDL Number: MFCD01863663
• PubChem SID: 24873413; 162231182
• PubChem CID: 16213703

CALCULATED PROPERTIES

• Acid pKa: 12.86783
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.6123999
• LogD (pH = 7.4): 1.6123985
• Log P: 1.6725
• Molar Refractivity: 99.5185 cm^3
• Polarizability: 42.281425 Å^3
• Polar Surface Area: 126.79 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 66-70 °C(lit.)
• Optical Rotation: [α]20/D -3°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C18H31N3O8Si