2,3,4,6-тетра-О-бензил-^ AD-глюкопиранозы
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6564-72-3
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- CAS №
- 6564-72-3
- Химическое название:
- 2,3,4,6-тетра-О-бензил-^ AD-глюкопиранозы
- английское имя:
- 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSE
- Синонимы:
- Voglibose int;benzylglucopyranose;Tetrabenzyl glucose;Voglibose Impurity 1;Voglibose TBG IMpurity;Voglibose TBG impurities;Voglibose alpha-TBG Impurity;2,3,4,6-tetra-o-benzyl-d-glucose;6-Tetra-O-benzyl-D-glucopyranose;2,3,4,6-Tetra-o-benzyl-D-glucopyransoe
- CBNumber:
- CB0234449
- Формула:
- C34H36O6
- молекулярный вес:
- 540.66
- MOL File:
- 6564-72-3.mol
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2,3,4,6-тетра-О-бензил-^ AD-глюкопиранозы атрибут
| Температура плавления: |
151-156 °C |
| Температура кипения: |
672.4±55.0 °C(Predicted) |
| плотность: |
1.22 |
| температура хранения: |
Sealed in dry,Store in freezer, under -20°C |
| пка: |
11.87±0.70(Predicted) |
| Растворимость в воде: |
Растворим в CHCl3. Нерастворим в воде. |
| LogP: |
5.9 at 20℃ and pH6.5 |
| Справочник по базе данных CAS: |
6564-72-3(CAS DataBase Reference) |
2,3,4,6-тетра-О-бензил-^ AD-глюкопиранозы химические свойства, назначение, производство
Описание
2,3,4,6-Tetra-O-benzyl-D-glucopyranose is a selectively protected intermediate, where the anomeric 1-O-hydroxyl group is free. This hemiacetal has been used successfully as an intermediate for glucosylation couplings, where it was converted into 2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate using trichloroacetonitrile in the presence of a base such as potassium carbonate and DBU.
Importantly, this imidate donor with no neighbouring participating groups is commonly used for the selective formation of glucosides. 2,3,4,6-tetra-O-benzyl-D-glucopyranose can also be oxidized to the lactone, or reduced to give the open chain form.
Additionally, 2,3,4,6-tetra-O-benzyl-D-glucopyranose can be used for the preparation of glucono-1,5-lactone hydrazine, which was used, in-turn, to form a glucosylidene-spirocyclopropane.
Использование
It is the intermediate of Voglibose/Dapagliflozin. An important D-glucopyranose derivative for glucosylations and other reactions 1,2; Preparation of the α-glucopyranosyl chloride, synthesis of 1-C-α-D-glucopyranose derivatives.
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