2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide

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2
(4-hydroxybutyl)azanediyl)bis(hexane-6,1-diyl)bis(2-hexyldecanoate)

2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide

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

Catalog Number: B2027272 (1 g)
2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide is a key carbohydrate intermediate and glycosyl donor widely used in chemical glycosylation reactions. The compound features protected acetyl groups at the hydroxyl positions and a reactive bromide atom at the anomeric center, enabling the efficient synthesis of various glucosides, oligosaccharides, and glycoconjugates. Supplied as a high-purity crystalline solid, it is an essential reagent in organic synthesis and carbohydrate chemistry. Custom bulk amounts of this product are available upon request.

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Product Description

5/5 - (1 vote)

2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide
Catalog number: B2027272
Lot number: Batch Dependent
Expiration Date: Batch dependent
Amount: 1 g
Molecular Weight or Concentration: 411.21
Supplied as: Powder
Storage: NA
Keywords: Acetobromo-α-D-glucose, Acetobromo-D-glucose, 1-Bromo-α-D-glucose tetraacetate, α-D-Acetobromoglucose, Acetobromoglucose

References:
1. Koenigs W, Knorr E. Über einige Derivate der Traubenzucker und der Galactose. Berichte der deutschen chemischen Gesellschaft. 1901;34(1):957-981.
2. Igarashi K. The Koenigs-Knorr reaction. Advances in Carbohydrate Chemistry and Biochemistry. 1977;34:243-283.
3. Haynes LJ, Newth FH. The glycosyl halides and their derivatives. Advances in Carbohydrate Chemistry. 1955;10:207-256.
4. Lemieux RU, Hendriks KB, Stick RV, Martin OR. Halide-catalyzed glycosidation: A highly stereospecific synthesis of alpha-glycosides. Journal of the American Chemical Society. 1975;97(14):4056-4062.
5. Garelli N, Vierling P. Synthesis of perfluoroalkyl glycosides: Koenigs-Knorr condensation of 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide with perfluoroalkylated alcohols. Journal of Fluorine Chemistry. 1992;56(1):101-111.
6. Mönch B, Emmerling F, Kraus W, Becker R, Nehls I. Isopropyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside. Acta Crystallographica Section E: Structure Reports Online. 2012;68(11):o3185.
7. Mota JF, Guzman JFB. Synthesis and structure of carbohydrate derivatives from 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide. Carbohydrate Research. 1992;232(1):47-57.
8. Banoub J, Bundle DR. Application of the Koenigs-Knorr reaction to the synthesis of O-alpha-D-glucopyranosyl disaccharides. Canadian Journal of Chemistry. 1979;57(16):2091-2097.
9. Pavia AA, Ung-Chhun S. Mechanism of glycosylation reactions involving 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide. Canadian Journal of Chemistry. 1981;59(15):2301-2309.
10. Koto S, Morishima N, Zen S. Stereoselective O-glycosylation using glucopyranosyl halides. Bulletin of the Chemical Society of Japan. 1982;55(5):1538-1542.
2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide

Products Related to 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide 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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