136572-16-2

Usage

Chemical derivation

Derived from the sugar fucose.

Common use

Used as a protecting group for fucose in organic synthesis and as a precursor in the synthesis of glycosides and other complex carbohydrates.

Stability

Highly stable and inert.

Suitability

Ideal building block for various chemical reactions.

Specific structure and properties

Useful in medicinal chemistry and drug development.

Synthesis applications

Particularly used in the synthesis of fucose-containing glycoconjugates.

Value in research and industry

A valuable tool in the field of carbohydrate chemistry with potential for diverse applications.

Upstream product

• 2438-80-4 L-Fucose 
• 7664-93-9 sulfuric acid 
• 67-64-1 acetone 
• 13224-93-6 β-L-fucopyranose 
• 116-11-0 2-Methoxypropene 
• 108-22-5 Isopropenyl acetate 
• 73-34-7 6-deoxy-L-galactose 
• 77-76-9 2,2-dimethoxy-propane 

Relevant academic research and scientific papers

Nano n-propylsulfonated magnetic γ-Fe 2O 3 as an efficient and reusable catalyst for the synthesis O-isopropylidene derivatives of carbohydrates

Nano n-propylsulfonated γ-Fe2O3 was found to be a highly efficient, reusable heterogeneous catalyst for the conversion of a range of monosaccharides and some of their derivatives to the corresponding O-isopropylidene derivatives in good to excellent yields by refluxing the reaction mixture in dry acetone. The magnetic property of the catalyst enabled its separation from the reaction mixture by a simple process of filtration along with the aid of an external magnet. The efficiency of the catalyst was found to be largely unaffected for at least up to six cycles of reuse, thus proving the new methodology to be environmentally rewarding besides being simple and facile in operation.

Tandem acetalation-acetylation of sugars and related derivatives with enolacetates under solvent-free conditions

(Chemical Equation Presented) Molecular iodine catalyzes acetalation and acetylation of reducing sugars and sugar glycosides with stoichiometric amounts of enol acetates under solvent-free conditions, thereby facilitating the synthesis of various types of orthogonally protected sugar derivatives in short time and good yields. The outcome of the reaction can be controlled by variation in temperature. Thus at lower temperature, it is possible to obtain the acetonide acetate as a single product whereas peracetate is the major product at higher temperature.

O-Isopropylidenation of carbohydrates catalyzed by vanadyl triflate

Vanadyl triflate has been identified as a mild and efficient catalyst for the chemoselective O-isopropylidenation of functionalized carbohydrates with acetone and acetone equivalents. The current protocol is compatible with a diverse array of protecting groups and the products can be readily isolated by simple aqueous wash.