128473-05-2

Usage

Uses

Used in Organic Synthesis:
6-Deoxy-beta-L-galactopyranose 2,3,4-triacetate 1-[bis(phenylmethyl) phosphate] is utilized as a key intermediate in organic synthesis for its ability to form a variety of complex organic compounds. Its unique structure allows for multiple points of reactivity, facilitating the creation of new molecules with potential applications across various industries.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 6-Deoxy-beta-L-galactopyranose 2,3,4-triacetate 1-[bis(phenylmethyl) phosphate] is employed as a building block for the development of novel pharmaceuticals. Its specific chemical properties, including the acetylated sugar and phosphate groups, can be leveraged to design drugs with targeted therapeutic effects.
Used in Drug Development:
6-Deoxy-beta-L-galactopyranose 2,3,4-triacetate 1-[bis(phenylmethyl) phosphate] is used as a precursor in drug development for its potential to contribute to the creation of new therapeutic agents. 6-Deoxy-beta-L-galactopyranose 2,3,4-triacetate 1-[bis(phenylmethyl) phosphate]'s unique structure and reactivity can be harnessed to produce drugs with improved efficacy and selectivity.
Used in Material Science:
In material science, 6-Deoxy-beta-L-galactopyranose 2,3,4-triacetate 1-[bis(phenylmethyl) phosphate] is used as a component in the synthesis of advanced materials. Its chemical properties can be exploited to develop materials with specific characteristics, such as improved stability or reactivity, for use in various applications.
Further research and studies on 6-Deoxy-beta-L-galactopyranose 2,3,4-triacetate 1-[bis(phenylmethyl) phosphate] are essential to fully explore its potential and expand its applications across different fields. As our understanding of 6-Deoxy-beta-L-galactopyranose 2,3,4-triacetate 1-[bis(phenylmethyl) phosphate] grows, it may reveal new opportunities for innovation in organic synthesis, medicinal chemistry, drug development, and material science.

Upstream product

• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 
• 1623-08-1 phosphoric acid dibenzyl ester 
• 75247-29-9 (2R,3S,4R,5R,6S)-2-bromo-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 64913-16-2 L-fucose tetraacetate 
• 80483-13-2 2,3,4-tri-O-acetyl-L-fucopyranosyl bromide 
• 28915-80-2 2,3,4-tri-O-acetyl-L-fucopyranose 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 226570-52-1 tri-O-acetyl-α-L-fucopyranosyl nitrate 
• 149717-37-3 Acetic acid (3S,4R,5R,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester 
• 128571-86-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl trichloroacetimidate 

Relevant academic research and scientific papers

Reliable synthesis of various nucleoside diphosphate glycopyranoses

A reliable and high yielding synthetic pathway for the synthesis of the biologically highly important class of nucleoside diphosphate sugars (NDP-sugars) was developed by using various cycloSal-nucleotides 1 and 9 as active ester building blocks. The reaction with anomerically pure pyranosyl1-phosphates 2 led to the target NDP-sugars 20-45 in a nucleophilic displacement reaction, which cleaves the cycloSal moiety in anomerically pure forms. As nucleosides cytidine, uridine, thymi-dine, adenosine, 2′-deoxy-guanosine and 2′,3′-dideoxy-2′,3′- didehydrothymidine were used while the phosphates of D-glucose, D-galactose, D-mannose, DNAc-glucosamine, D-NAc-galactosamine, D-fucose, L-fucose as well as 6deoxy-D-gulose were introduced.

The use of cesium dibenzyl and diphenyl phosphates for stereoselective synthesis of glycosyl phosphate derivatives

Peracetates of β-glycosyl dibenzyl phosphates are formed efficiently in the reaction of cesium dibenzyl phosphate with peracetyl-α-glycosyl nitrates derived from L-fucopyranose, D-galactopyranose, and 2-azido-2-deoxy-D-galactopyranose or with tri-O-acetyl-α-L-fucopyranosyl bromide. On the contrary, the reaction of the above-mentioned glycosyl nitrates with cesium diphenyl phosphate leads to thermodynamically more stable α-glycosyl diphenyl phosphate via intermediate formation of the corresponding β-anomers.

Synthesis of glycosyl phosphates from acetylated glycosyl nitrates

Acetylated α-glycosyl nitrates were efficiently converted under mild conditions into protected β-glycosyl phosphates by treatment with cesium dibenzyl phosphate or into thermodynamically more stable α-glycosyl phosphate derivatives upon interaction with cesium diphenyl phosphate. These reactions were found to be applicable both to 2-azido-2,6-dideoxy- and 2-azido-2-deoxygalactopyranosyl nitrates as well as to 6-deoxygalactopyranosyl and galactopyranosyl derivatives.

Convenient chemoenzymatic synthesis of β-purine-diphosphate sugars (GDP-fucose-analogues)

A series of peracetylated β-sugar-1-phosphates with L-fuco configuration are efficiently prepared chemically and coupled in high yields to purine monophosphate bases via imidazolide activation. The resulting purine diphosphate sugars are deacetylated comp

Process for the stereoselective preparation of β-fucopyranosyl phosphates and very pure GDP-fucose

The invention relates to a process for the stereoselective preparation of β-L-fucopyranosyl phosphates via the trichloroacetimidates of protected L-fucose and the synthesis and purification of very pure GDP-fucose from the β-L-fucopyranosyl phosphates.

Glycosyl Imidates, 47. Stereospecific Synthesis of α- and β-L-Fucopyranosyl Phosphates and of GDP-Fucose via Trichloroacetimidate

Reaction of the benzyl- and acetyl-protected α-trichloroacetimidates 1 and 6α with dialkyl and diaryl phosphates in the presence of traces of acid affords stereoselectively the thermodynamically more stable α-L-fucopyranosyl phosphates 2, 7 and 8, respect