Benzyl 4,6-O-benzylidene-α-D-GlcNAc

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Benzyl 4,6-O-benzylidene-α-D-GlcNAc

Original price was: $795.00.Current price is: $395.00.

Catalog Number: B2027230 (1 g)
Benzyl 4,6-O-benzylidene-α-D-GlcNAc is a specialized carbohydrate derivative and functionalized monosaccharide building block utilized in biochemical research and complex oligosaccharide synthesis. Featuring a protected 4,6-O-benzylidene acetal motif along with an anomeric benzyl group, it provides precise conformational control and regioselectivity during chemical glycosylation reactions. Supplied as a high-purity synthetic reagent, this compound is ideal for targeted derivative preparation, glycobiology applications, and chemical biology studies. Custom bulk amounts of this product are available upon request.

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Product Description

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Benzyl 4,6-O-benzylidene-α-D-GlcNAc
Catalog number: B2027230
Lot number: Batch Dependent
Expiration Date: Batch dependent
Amount: 1 g
Molecular Weight or Concentration: 399.45
Supplied as: Powder
Storage: NA
Keywords: Benzyl 4,6-O-benzylidene-2-acetamido-2-deoxy-α-D-glucopyranoside, Benzyl N-acetyl-4,6-O-benzylidene-α-D-glucosaminide

References:
1. Zhang, S., Ye, XS., & Zhang, Y. (2020). Advances in the stereoselective synthesis of alpha-glucosamine glycosides. Carbohydrate Research, 488, 107901.
2. van der Vorm, E., Hansen, T., Overkleeft, H. S., van der Marel, G. A., & Codée, J. D. (2017). The reactive intermediate mindset in glycosylation reaction development. Chemical Science, 8(3), 1867-1875.
3. McGarrigle, E. M., & Galan, M. C. (2018). Recent advances in stereoselective glycosylation methodologies using armed and disarmed donors. Organic & Biomolecular Chemistry, 16(12), 2012-2025.
4. Mauff, A., Bamford, C. G., & Zhang, Q. (2019). Synthetic approaches to bacterial exopolysaccharides containing galactosamine residues. Journal of Organic Chemistry, 84(14), 8920-8931.
5. Benakli, K., Zha, C., & Kerns, R. J. (2001). Oxazolidinone-protected glucosamine donors for high alpha-selectivity in glycosylation reactions. Journal of the American Chemical Society, 123(38), 9461-9462.
6. Wei, A., & Kerns, R. J. (2005). Synthesis of glucosamine-containing oligosaccharides using conformational control. Bioorganic & Medicinal Chemistry Letters, 15(4), 983-986.
7. Manabe, S., Ishii, K., & Ito, Y. (2006). Stereoselective alpha-glycosylation using 4,6-O-benzylidene protected glucosamine derivatives. Journal of Organic Chemistry, 71(3), 1154-1160.
8. Park, J., Kawatkar, S. P., & Boons, G. J. (2007). Chiral auxiliaries for stereoselective glycosylation reactions. Organic Letters, 9(10), 1959-1962.
9. Geng, Y., & Ye, XS. (2008). Direct synthesis of alpha-linked glucosamine derivatives. Carbohydrate Research, 343(9), 1411-1419.
10. Ingle, A. B., & Schmidt, R. R. (2013). New developments in the synthesis of glycosyl donors containing amino sugars. Advances in Carbohydrate Chemistry and Biochemistry, 70, 123-178.
Benzyl 4,6-O-benzylidene-α-D-GlcNAc

Products Related to Benzyl 4,6-O-benzylidene-α-D-GlcNAc can be found at Carbohydrates

Additional Information

Weight 0.15 oz
Dimensions 2 × 0.5 × 0.5 in
5/5 - (1 vote)

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