[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate

• ChemBase编号: 143639
• 分子式: C26H43BrO9
• 平均质量: 579.51822
• 单一同位素质量: 578.20904496
• SMILES: CC(C)(C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)Br)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C
• Canonical SMILES: Br[C@H]1O[C@H](COC(=O)C(C)(C)C)[C@H]([C@@H]([C@H]1OC(=O)C(C)(C)C)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C
• InChI: InChI=1S/C26H43BrO9/c1-23(2,3)19(28)32-13-14-15(34-20(29)24(4,5)6)16(35-21(30)25(7,8)9)17(18(27)33-14)36-22(31)26(10,11)12/h14-18H,13H2,1-12H3/t14-,15-,16+,17-,18+/m1/s1
• InChIKey: BSDBCYHGMPHOAL-SFFUCWETSA-N

名称和登记号

名称

• IUPAC标准名: [(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
• IUPAC传统名: [(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
• 别名: 2,3,4,6-Tetra-O-pivaloyl-α-D-glucopyranosyl bromide; 2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE

登记号

• CAS号: 81058-27-7
• MDL号: MFCD08275217
• Beilstein号: 3576922
• PubChem SID: 162237857
• PubChem CID: 10886360

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 6.713411
• LogD (pH = 7.4): 6.713411
• Log P: 6.713411
• 摩尔折射率: 133.6932 cm^3
• 极化性: 54.525154 Å^3
• 极化表面积: 114.43 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: false

分子性质

理化性质

• 比旋光度: [α]/D 152.0±3.0°, c = 3 in chloroform

安全信息

• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥90% (TLC); 98%
• Empirical Formula (Hill Notation): C26H43BrO9

详细说明

Sigma Aldrich - 778621

Application
Königs-Knorr glycosyl donor with considerably lower tendency to form orthoester side products during glycosylation than the traditional acetobromoglucose1,2,3
包装
500 mg in glass bottle