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

• ChemBase编号: 154147
• 分子式: C14H19N3O9
• 平均质量: 373.31536
• 单一同位素质量: 373.1121292
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)N=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: [N-]=[N+]=N[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H19N3O9/c1-6(18)22-5-10-11(23-7(2)19)12(24-8(3)20)13(25-9(4)21)14(26-10)16-17-15/h10-14H,5H2,1-4H3/t10-,11-,12+,13+,14+/m1/s1
• InChIKey: NHNYHKRWHCWHAJ-DGTMBMJNSA-N

名称和登记号

名称

• IUPAC标准名: [(2R,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-azidooxan-2-yl]methyl acetate
• IUPAC传统名: [(2R,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-azidooxan-2-yl]methyl acetate
• 别名: 2,3,4,6-Tetra-O-acetyl-α-D-mannopyranosyl azide; α-D-Mannopyranosyl azide tetraacetate

登记号

• MDL号: MFCD05664724
• PubChem SID: 162248286
• PubChem CID: 12953526

理论计算性质

• Acid pKa: 14.3627205
• 质子受体: 7
• 质子供体: 0
• LogD (pH = 5.5): -0.4617388
• LogD (pH = 7.4): -0.46173885
• Log P: -0.34769315
• 摩尔折射率: 78.8219 cm^3
• 极化性: 32.2624 Å^3
• 极化表面积: 143.86 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥90% (TLC)
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C14H19N3O9

详细说明

Sigma Aldrich - G4168

Application
Used to make N-linked glycopeptides in glycobiology.
α-D-Mannopyranosyl azide tetraacetate is used to make N-linked glycopeptides in glycobiology and in "click" chemistry. 1