76155-50-5

Usage

Uses

Used in Organic Synthesis:
ETHYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is used as a building block in organic synthesis for creating more complex molecules. Its versatile structure allows for the formation of various derivatives, making it a valuable component in the synthesis of a wide range of compounds.
Used in Pharmaceutical Research and Drug Development:
In the pharmaceutical industry, ETHYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is used as a starting material for the development of new drugs. Its carbohydrate-based structure offers unique properties that can be exploited in the design of therapeutic agents, particularly those targeting carbohydrate-binding proteins or enzymes. ETHYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE's potential applications in drug discovery make it an important tool in the advancement of medicinal chemistry.

Upstream product

• 108-24-7 acetic anhydride 
• 28708-20-5 ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-amino-β-D-glucopyranoside 
• 64-17-5 ethanol 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 51533-00-7 2-acetylamino-3,4,6-triacetyl-2-deoxy-α-D-glucopyranosyl bromide 
• 76101-75-2 ethyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside hydrochloride 
• 3006-60-8 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 3006-60-8 Acetic acid (2R,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-4-yl ester 
• 1276031-09-4 p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-[acetyl(naphthalen-2ylmethyl)amino]-1-thio-β-D-glucopyranoside 
• 1276031-11-8 ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-[acetyl(naphthalen-2ylmethyl)amino]-β-D-glucopyranoside 
• 1276031-13-0 p-methylphenyl 2-deoxy-2-(4-methoxybenzylamino)-1-thio-β-D-glucopyranoside 
• 1276031-15-2 p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-[acetyl(4-methoxybenzyl)amino]-1-thio-β-D-glucopyranoside 
• 1276031-17-4 ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-[acetyl(4-methoxybenzyl)amino]-β-D-glucopyranoside 
• 1276031-19-6 p-methylphenyl 2-deoxy-2-(3,4-dimethoxybenzylamino)-1-thio-β-D-glucopyranoside 

Downstream Products

• 2495-96-7 ethyl N-acetyl-β-glucosaminide 

Relevant academic research and scientific papers

Comparing the use of 2-methylenenapthyl, 4-methoxybenzyl, 3,4-dimethoxybenzyl and 2,4,6-trimethoxybenzyl as N-H protecting groups for p-tolyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-d-glucosides

A hurdle in glycosylation reactions of 2-acetamido glycosyl donors is the formation of a stable and unreactive oxazoline that decreases the yield of these reactions significantly. As an effort to prevent oxazoline formation during glycosylation reactions,

N-ACETYLGLUCOSAMINE DERIVATIVES AND USE THEREOF

The present invention relates to An N-acetylglucosamine derivative represented by the following formula (1), and a hyaluronic acid production promoting agent containing the same and a skin external preparation containing the same: wherein R1 is a hydrogen atom or an alkyl group having 2 to 18 carbon atoms; R2, R3, and R4 are hydrogen atoms or acyl groups having 2 to 18 carbon atoms and may be all the same or different from others; the steric structure at position 1 may be α or β; provided that R1, R2, R3, and R4 must not be all hydrogen atoms. It is intended to provide an easily available hyaluronic acid production promoting agent and a skin external preparation whereby the production of hyaluronic acid can be promoted in the skin and thus the skin can be maintained in a vital and moist state so that it is expected that the human skin can be prevented from age.

Discovery of the chemical function of glycosidases: Design, synthesis, and evaluation of mass-differentiated carbohydrate libraries

Equation presented. Discovery of the catalytic chemical function of the many putative glycosidases coded in genomes currently relies on individual testing of possible substrates, usually as their p-nitrophenol conjugate. Herein, we present an alternative chemical proteomics approach using a synthetic mass-differentiated heat-stable substrate library with mass spectrometry readout. Library components do not serve as reaction inhibitors and both primary and secondary enzyme substrates can be delineated.

Catalytic reduction of dimeric acetylated 2-deoxy-2-nitroso-α-D-glucopyranosyl chlorides

Reduction of tri-O-acetyl-2-deoxy-2-nitroso-α-D-glucopyranosyl chloride dimer with hydrogen and platinum oxide in the presence of methanol or ethanol afforded the corresponding alkyl tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside hydrochloride.In the absence of an alcohol the product was tri-O-acetyl-2-amino-1,5-anhydro-2-deoxy-D-gucitol hydrochloride.The glycosylation/reduction process gave similar results with the galacto isomer.A method is described for the ready and large-scale synthesis of D-galactosamine hydrochloride.