4710-90-1

Usage

Uses

Used in Organic Synthesis:
Benzyl 2-(benzoylamino)-2-deoxyhexopyranoside is utilized as a glycosylation reagent for the synthesis of various glycoconjugates and glycopeptides, playing a crucial role in the creation of complex carbohydrate structures that are vital in biological systems.
Used in Pharmaceutical Research:
In the pharmaceutical industry, benzyl 2-(benzoylamino)-2-deoxyhexopyranoside is studied for its potential pharmacological properties, including its antibacterial and antitumor activities, making it a candidate for the development of new therapeutic agents.
Used in Drug Development:
As a building block in the development of carbohydrate-based drugs, benzyl 2-(benzoylamino)-2-deoxyhexopyranoside contributes to the advancement of novel drug candidates that target specific biological pathways or diseases, highlighting its importance in modern medicinal chemistry.

Upstream product

• 6847-14-9 N-benzoyl-D-glucosamine 
• 100-39-0 benzyl bromide 

Downstream Products

• 24774-28-5 Benzyl 3,4,6-Tri-O-acetyl-2-benzamido-2-deoxy-α-D-glucopyranoside 
• 4710-89-8 Benzyl 3,4,6-Tri-O-acetyl-2-benzamido-2-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

Anomeric O-Alkylation, 11. Anomeric O-Alkylation of O-Unprotected Hexoses and Pentoses - Convenient Synthesis of Decyl, Benzyl, and Allyl Glycosides

The base-promoted reaction of O-unprotected aldoses 1-6 with didecyl sulfate in DMPU affords decyl glycosides 1aα-6aα and 1aβ, 3aβ-6aβ in good overal yields.Similarly, the treatment of O-unprotected hexoses 1-4 and pentoses 5 and 6 with benzyl bromide and allyl bromide yields after subsequent O-acetylation monosaccharides 1cα-6cα, 1cβ, 3cβ-6cβ and 1dα-6dα, 1dβ, 3dβ-6dβ, respectively.The regio- and stereoselectivity in these reactions was determined by 1H-NMR spectroscopic data of the O-acetylated derivatives.Key Words: Aldoses, O-unprotected, glycoside formation / Anomeric oxides, alkylation / Alkylating agents, didecyl sulfate, benzyl bromide, allyl bromide / α-D-galacto-furanosides

Phenyloxazoline derivatives of amino-sugars

The preparation and borohydride reduction of 2,3-dideoxy-5,6-O- isopropylidene-2′-phenyl-D-allofuranoso-[2,3-d]- Δ2′-oxazoline (XXI) are described. The reduction product was a derivative of 2-amino-2-deoxy-D-allitol, indicating that no isomerisation of the sugar system in compound (XXI) had occurred during its formation and reduction. A derivative of muramic acid containing a reduced side chain was synthesised from a phenyloxazoline derivative of 2-amino-2-deoxy-D- glucofuranose. A convenient method for the preparation of the 5,6-carbonate of 1,2-O-isopropylidene-D-glucofuranose and related sugars was also developed.