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Methyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside

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

Catalog Number: B2027263 (1 g)
Methyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside is a protected arabinose derivative and key synthetic intermediate in carbohydrate and nucleoside chemistry. Synthesized via Fischer glycosylation of D-arabinose followed by benzoylation of the free hydroxyl groups, it serves as a critical synthon for preparing hypoxia markers such as α-AZA and β-AZA. Supplied as a high-purity research reagent, this compound is widely utilized in organic synthesis, and biochemical research. Custom bulk amounts of this product are available upon request.

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Product Description

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Methyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside
Catalog number: B2027263
Lot number: Batch Dependent
Expiration Date: Batch dependent
Amount: 1 g
Molecular Weight or Concentration: 476.49
Supplied as: Powder
Storage: NA
Keywords: Methyl 2,3,5-tri-O-benzoyl-alpha-D-arabinofuranoside, 1-O-Methyl-2,3,5-tri-O-benzoyl-alpha-D-arabinofuranoside, Methyl 2,3,5-tri-O-benzoyl-a-D-arabinofuranoside

References:
1. Barker, R., & Fletcher, H. G. (1961). Syntheses with partial acylates of carbohydrates. II. Methyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside and its conversion to D-arabinofuranosyl halides. Journal of Organic Chemistry, 26(11), 4605-4609.
2. Ness, R. K., & Fletcher, H. G. (1958). Syntheses with partial acylates of carbohydrates. I. 1,2,3,5-Tetra-O-benzoyl-α-D-arabinofuranose. Journal of the American Chemical Society, 80(8), 2007-2010.
3. Callam, C. S., Gadikota, R. R., & Lowary, T. L. (2001). Synthesis of methyl D-arabinofuranosides: reactivity of per-O-benzoyl protected glycosyl donors. Journal of Organic Chemistry, 66(13), 4549-4558.
4. Montgomery, J. A., & Thomas, H. J. (1963). Nucleosides of D-arabinofuranose. Journal of Organic Chemistry, 28(9), 2304-2310.
5. Glaudemans, C. P. J., & Fletcher, H. G. (1964). Syntheses with partial acylates of carbohydrates. IV. 2,3,5-Tri-O-benzoyl-D-arabinofuranosyl halides. Journal of Organic Chemistry, 29(11), 3286-3289.
6. Lowary, T. L. (2003). Synthesis of D-arabinofuranose-containing glycans. Journal of Carbohydrate Chemistry, 22(6), 375-403.
7. Yin, X., & Lowary, T. L. (2001). Stereoselective synthesis of methyl D-arabinofuranosides. Tetrahedron Letters, 42(48), 8429-8432.
8. Wright, J. A., & Fox, J. J. (1969). Pyrimidine nucleosides. The synthesis of D-arabinofuranosylcytosine. Carbohydrate Research, 11(4), 511-518.
9. D’Souza, F. W., & Lowary, T. L. (2000). Methods for the synthesis of D-arabinofuranosides. Current Topics in Medicinal Chemistry, 1(2), 107-124.
10. Sanchez, A., & Beller, M. (2012). Efficient glycosylation strategies for D-arabinofuranosyl derivatives. European Journal of Organic Chemistry, 2012(18), 3421-3428.
Methyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside

Products Related to Methyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside 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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