59464-24-3

Usage

Properties

1. Complex chemical compound
2. Derivative of galactose
3. Used as a building block for glycoconjugates
4. Contains an azide group for bioconjugation and labeling applications
5. Contains dibenzyl and acetyl groups for stability and reactivity

Specific content

1. 2-Azido-2-deoxy-3-O,4-O-dibenzyl-6-O-acetyl-α-D-galactopyranosyl bromide is a derivative of galactose, a common sugar found in many natural carbohydrates.
2. It is used as a building block for the synthesis of glycoconjugates, important in drug, vaccine, and diagnostics development.
3. The presence of an azide group in the molecule allows for bioconjugation and labeling applications in research and medical fields.
4. The dibenzyl and acetyl groups in the compound contribute to its stability and reactivity in organic reactions.

Downstream Products

• 158999-83-8 1-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)oct-1-yne 
• 158895-45-5 1-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-galactopyranosyl)oct-1-yne 
• 65499-48-1 3-O-<6-O-Acetyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-galactopyranosyl)-2-azido-4-O-benzyl-2-desoxy-β-D-galactopyranosyl>-1,6-anhydro-2,4-di-O-benzyl-β-D-galactopyranose 
• 161254-85-9 Acetic acid (2R,3R,4R,5S,6R)-5-acetylamino-3,4-bis-benzyloxy-6-oct-1-ynyl-tetrahydro-pyran-2-ylmethyl ester 

Relevant academic research and scientific papers

Versatile strategy for the divergent synthesis of linear oligosaccharide domain variants of Quillaja saponin vaccine adjuvants

We describe a new, versatile synthetic approach to Quillaja saponin variants based on the natural product immunoadjuvant QS-21. This modular, divergent strategy provides efficient access to linear oligosaccharide domain variants with modified sugars and regiochemistries. This new synthetic approach opens the door to the rapid generation of diverse analogues to identify novel saponin adjuvants with improved synthetic accessibility.

Synthesis of α-Glycopyranosides of D-Galactosamine and D-Glucosamine via Iodocyclization of Corresponding Glycals and Silver Tetrafluoroboranuide-Promoted Alkynylation at the Anomeric Centre

Iodocyclization of O-stannylated D-galactal 1, followed by azide ion displacement, gave 1,6-anhydro-2-azido-2-deoxy-β-D-galactopyranose 9 in a expeditious way.Transformation into bromide 12 allowed coupling of various alkynyltributylstannanes in the presence of silver tetrafluoroboranuide (silver tetrafluoroborate), thus affording the corresponding α,β-C-(D-galactopyranosyl)alkynes 13 - 17.Application of this methodology to the D-gluco isomeric bromide 24 gave a C-(D-glucopyranosyl)octyne 25 with total α-stereoselectivity.Conventional deprotection and saturation of the acetylenic linkage led to C-octyl-α-glycopyranosides of D-galactosamine 20 and D-glucosamine 28.