2,3,4,6-Tetra-O-benzyl-α-D-mannopyranose

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

2,3,4,6-Tetra-O-benzyl-α-D-mannopyranose

Original price was: $995.00.Current price is: $495.00.

Catalog Number: B2027280 (1 g)
2,3,4,6-Tetra-O-benzyl-α-D-mannopyranose is a high-purity, benzyl-protected derivative of D-mannose commonly utilized as a glycosyl donor and building block in carbohydrate chemistry and oligosaccharide synthesis. Featuring four protective ether groups, it stabilizes the sugar backbone and allows for selective functionalization at the anomeric position in glycosylation reactions. Typically supplied as a crystalline solid, this chemical reagent plays a vital role in biochemical research. 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-benzyl-α-D-mannopyranose
Catalog number: B2027280
Lot number: Batch Dependent
Expiration Date: Batch dependent
Amount: 1 g
Molecular Weight or Concentration: 540.66
Supplied as: Powder
Storage: NA
Keywords: 2,3,4,6-Tetra-O-benzyl-D-mannopyranose, 2,3,4,6-Tetra-O-benzyl-D-mannose, 2,3,4,6-Tetrakis-O-(phenylmethyl)-α-D-mannopyranose

References:
1. Inuki S, Aiba T, Kawasaki N, et al. Synthesis of mannosyl phosphate derivatives via Mitsunobu reaction. J Org Chem. 2017;82(1):289-300.
2. Schmidt RR, Michel J. Facile synthesis of α- and β-O-glycosides of D-mannose. Angew Chem Int Ed Engl. 1980;19(9):731-732.
3. Koto S, Moroshima N, Zen S. Direct O-benzylation of D-mannose and synthesis of benzyl mannopyranosides. Bull Chem Soc Jpn. 1982;55(10):3637-3638.
4. Crich D, Sun S. Formation of β-mannopyranosides: stereospecific glycosylation reactions. J Am Chem Soc. 1997;119(46):11217-11223.
5. Lipták A, Jodál I, Nánási P. Hydrogenolysis of benzylidene acetals of carbohydrates. Carbohydr Res. 1975;44(1):1-11.
6. Becker H, Galili L. Regioselective acylations of D-mannopyranose derivatives. Carbohydr Res. 1998;312(3):101-106.
7. Garegg PJ, Samuelsson B. Regioselective functionalization of benzyl-protected mannopyranosides. J Chem Soc Perkin Trans 1. 1980;1980:2866-2869.
8. Lemieux RU, Hendriks KB, Stick RV, James K. Halide ion catalyzed glycosidations of protected sugars. J Am Chem Soc. 1975;97(14):4056-4062.
9. Davis BG. Recent developments in chemical glycosylation and carbohydrate protecting group chemistry. J Chem Soc Perkin Trans 1. 2000;2000(14):2137-2160.
10. Yu B, Sun J. Glycosylation methods using glycosyl imidates and related donors. Chem Commun. 2010;46(26):4668-4679.
2,3,4,6-Tetra-O-benzyl-α-D-mannopyranose

Products Related to 2,3,4,6-Tetra-O-benzyl-α-D-mannopyranose 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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