2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Bromide 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物
CAS 572-09-8 MFCD00063254
化学结构图
SMILES: CC(=O)OC[C@H]1O[C@H](Br)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
化学属性
| Mol. Formula | C14H19BrO9 |
|---|---|
| Mol. Weight | 411.20 |
| TSCA | No |
| Melting Point | 84-89 °C |
| Solubility | Soluble in chloroform, water (reacts), abs. ethanol (0.05 g/ml), acetone, dichloromethane, ether, ethyl, methanol, and THF |
| Density | 1.49 |
| Stability | 对湿度、光线、热敏感 |
| Boiling Point | 412.0±45.0 °C at 760 mmHg |
别名和识别编码
| Chemical Name | 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Bromide |
|---|---|
| MDL Number | MFCD00063254 |
| CAS Number | 572-09-8 |
| Synonym | α-Acetobromoglucose, contains 1% CaCO3 as stabilizer {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { |
| EC Number | 209-339-0 |
| Merck Number | 60 |
| Beilstein Registry Number | 17(5)6,368 |
| PubChem Substance ID | 101776 |
| Chemical Name Translation | 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 |
| Reaxys-RN | 96669 |
| LabNetwork Molecule ID | LN01375997 |
| InChI | InChI=1S/C14H19BrO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11-,12+,13-,14+/m1/s1 |
| Canonical SMILES | Br[C@@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1 |
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分类
- {SNA} Biochemicals and Reagents, Carbohydrates, Carbohydrates A to Z, Carbohydrates A-C, Monosaccharide
- {SNA} Carbohydrates A to Z, Carbohydrates A-C, Monosaccharide, 生化试剂, 碳水化合物
产品应用
- An Intermediate in synthesis of ∫-glucosides
相关文献及参考
- Merck:14,60 Beilstein:17(5)6,368
- Glycosyl isothiocyanates have been prepared in good yield by heating fully O-acetylated glycosyl bromides with KSCN in the absence of solvent. With acetobromo-ɑ-D-glucose, displacement was accompanied by stereochemical inversion: Synthesis, 1228 (1995).
- Merck:14,60
- Reaction with Bis(cyclopentadienyl)titanium dichloride, A11456 results in 1,2-elimination providing a convenient route to the glycal: J. Org. Chem., 60, 7055 (1995).
安全信息
GHS Symbol
其他信息
- F:8-10-21
- 水中分解，溶于1g/20ml无水乙醇，更溶于甲醇，易溶于醚、氯仿、丙酮、乙酸乙酯和苯，微溶于石油醚。
- 用途一:极活泼的重要中间体，由它可以方便地制备苷类衍生物。
- 比旋光度:194.5 ° (c=2,chloroform)
- Intermediate in synthesis of β-glucosides.
- 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T1961 2,3,4,6-四-O-乙酰基-α-D-吡喃葡萄糖酰溴(含稳定剂碳酸钙) 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl Bromide (stabilized with CaCO3) 5G 513元 2010/06/21 270930500 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide 98.5%, stabilized 50 GR 4179元 2010/06/21 270930100 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide 98.5%, stabilized 10 GR 1358元
- MOL 文件:572-09-8.mol
- Acros Organics:溴代2,3,4,6-四-乙酰基-吡喃(型)葡萄糖 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide, stab., 98.50%(572-09-8)
- Alfa Aesar:乙酰溴-α-D-葡萄糖,98%,2%碳酸钙作稳定剂 Acetobromo-alpha-D-glucose, 97%, stab. with 2% calcium carbonate(572-09-8)
- Sigma Aldrich:572-09-8(sigmaaldrich)
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