2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl azide
Original price was: $795.00.$395.00Current price is: $395.00.
Catalog Number: B2027269 (1 g)
2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl azide is a protected galactose derivative featuring acetylated hydroxyl groups at positions 2, 3, 4, and 6 along with an anomeric azide group. It serves as a versatile intermediate in carbohydrate chemistry for the synthesis of amino sugars, glycoconjugates, and N-linked glycopeptides via click chemistry. Supplied as a high-purity research reagent, it offers enhanced chemical stability and enables selective transformations in biochemical development. Custom bulk amounts of this product are available upon request.
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Product Description
2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl azide
Catalog number: B2027269
Lot number: Batch Dependent
Expiration Date: Batch dependent
Amount: 1 g
Molecular Weight or Concentration: 373.32
Supplied as: Powder
Storage: NA
Keywords: 2,3,4,6-Tetra-O-acetyl-beta-D-galactopyranosyl azide, Beta-D-Galactopyranosyl azide 2,3,4,6-tetraacetate, 2,3,4,6-Tetra-O-acetyl-beta-D-galactosyl azide
References:
1. Tropper, F. D., Andersson, F. O., Braun, S., & Roy, R. (1992). Phase transfer catalysis as a general and stereospecific route to 1-azido-1-deoxy-D-aldopyranoses. Synthesis, 1992(07), 618-620.
2. Chernyak, A. Y., Sharma, G. V. M., & Kononov, L. O. (1992). A convenient synthesis of 1-azido-1-deoxy-beta-D-galactopyranose. Carbohydrate Research, 223, 303-309.
3. Ibatullin, F. M., Selivanov, S. I., & Shabalin, K. A. (2000). Stereoselective synthesis of beta-D-glycosyl azides in an aqueous-organic medium. Synthesis, 2000(14), 2099-2101.
4. Gyóllai, V., Semsford, U., & Somsák, L. (2002). Synthesis of 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl azide and its applications. Carbohydrate Research, 337(7), 675-678.
5. Boulineau, F. P., & Wei, A. (2002). Stereoselective synthesis of beta-glycosyl azides via glycosyl iodides. Organic Letters, 4(13), 2281-2283.
6. Dedola, S., Nepogodiev, S. A., & Field, R. A. (2007). Recent applications of the Cu(I)-catalysed Huisgen azide-alkyne 1,3-dipolar cycloaddition reaction in carbohydrate chemistry. Organic & Biomolecular Chemistry, 5(7), 1006-1017.
7. Salunke, S. B., Islam, C. C., & Linker, T. (2011). Facile synthesis of glycosyl azides from unmodified carbohydrates. Tetrahedron Letters, 52(8), 915-917.
8. Tiwari, V. K., Mishra, B. B., Mishra, K. B., Mishra, A., Biswas, S., & Andrews, P. (2016). CuAAC-based synthesis of triazolyl glycoconjugates and their applications. Chemical Reviews, 116(5), 3086-3240.
9. Kumar, S., Yadav, M. S., Singh, S. K., Rajkhowa, S., & Tiwari, V. K. (2020). Synthesis of calix[4]arene appended lactosylated G1 and galactosylated G2 generation glycodendrimers using a ‘CuAAC’ click approach. ChemistrySelect, 5(12), 3600-3605.
10. Szurmai, Z., Balatoni, L., & Lipták, A. (1989). Synthesis of 1-azido-1-deoxy-beta-D-galactopyranoside derivatives. Carbohydrate Research, 186(1), 147-152.
2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl azide
Products Related to 2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl azide can be found at Carbohydrates
Additional Information
| Weight | 0.15 oz |
|---|---|
| Dimensions | 2 × 0.5 × 0.5 in |
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