benzyl (8R,8aR)-7,8-dihydroxy-2-phenyl-octahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate

• ChemBase编号: 161773
• 分子式: C21H23NO6
• 平均质量: 385.41042
• 单一同位素质量: 385.15253746
• SMILES: [C@H]12[C@@H](C(CN(C1COC(O2)c1ccccc1)C(=O)OCc1ccccc1)O)O
• Canonical SMILES: OC1CN(C(=O)OCc2ccccc2)C2[C@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C21H23NO6/c23-17-11-22(21(25)27-12-14-7-3-1-4-8-14)16-13-26-20(28-19(16)18(17)24)15-9-5-2-6-10-15/h1-10,16-20,23-24H,11-13H2/t16?,17?,18-,19-,20?/m1/s1
• InChIKey: GBRJHLWAZWZRJM-KZBHQWPGSA-N

名称和登记号

名称

• IUPAC标准名: benzyl (8R,8aR)-7,8-dihydroxy-2-phenyl-octahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• IUPAC传统名: benzyl (8R,8aR)-7,8-dihydroxy-2-phenyl-hexahydro-2H-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• 别名: (2R,4aR,7S,8R,8aR)-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid Phenylmethyl Ester; N-Benzyloxycarbonyl-4,6-O-phenylmethylene Deoxynojirimycin

登记号

• CAS号: 138381-83-6
• PubChem SID: 162255908
• PubChem CID: 71313887

理论计算性质

• Acid pKa: 13.029886
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 2.2330425
• LogD (pH = 7.4): 2.2330415
• Log P: 2.2330425
• 摩尔折射率: 99.2601 cm^3
• 极化性: 39.58955 Å^3
• 极化表面积: 88.46 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: White Powder

详细说明

Toronto Research Chemicals - B286255

Deoxynojirimycin (D245000) derivative. Reactant in the preparation of sialoglycoconjugates.

参考文献

• Kiso, M. et al.; J. Carbohyd. Chem. 12, 985 (1993)