50729-97-0

Basic information

• Product Name: 4'-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TETRA-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE
• Synonyms: 4'-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TETRA-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;4'-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;4-Chlorophenyl2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside;4''-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TETRA-O-ACETYL-2-DEOXY-SS-D-GLUCOPYRANOSIDE;4-Chlorophenyl-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside;4-Chlorophenyl 2-(acetylamino)-2-deoxy-beta-D-glucopyranoside 3,4,6-triacetate;p-Chlorophenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-glucopyranoside;p-Chlorophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside triacetate
• CAS NO: 50729-97-0
• Molecular Formula: C₂₀H₂₄ClNO₉
• Molecular Weight: 457.85886
• EINECS: 1533716-785-6
• Mol File: 50729-97-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 606.7℃
• Flash Point: 321℃
• Appearance: /
• Density: 1.34
• CAS DataBase Reference: 4'-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TETRA-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TETRA-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE(50729-97-0)
• EPA Substance Registry System: 4'-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TETRA-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE(50729-97-0)

Safety Data

• Hazardous Substances Data: 50729-97-0(Hazardous Substances Data)

Usage

General Description

4'-Chlorophenyl 2-acetamido-3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranoside is a chemical compound with a complex structure, consisting of a chlorophenyl group, an acetamido group, and a tetra-O-acetyl-2-deoxy-β-D-glucopyranoside moiety. 4'-CHLOROPHENYL 2-ACETAMIDO-3,4,6-TETRA-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is a derivative of 2-deoxy-β-D-glucose and is commonly used in organic synthesis and biochemical research. It has potential applications in pharmaceuticals, as well as in the development of carbohydrate-based drugs and therapies. The acetyl groups in the molecule are likely to contribute to its solubility and reactivity, making it an important intermediate in the synthesis of various bioactive compounds. Additionally, the presence of the chlorophenyl group may also confer specific properties and biological activities to the compound. Overall, 4'-chlorophenyl 2-acetamido-3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranoside is a valuable chemical with potential applications in the fields of medicine, biochemistry, and material science.

Upstream product

• 106-48-9 4-chloro-phenol 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 

Downstream Products

• 50730-05-7 4-chlorophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside 

Relevant articles and documents

Probing synergy between two catalytic strategies in the glycoside hydrolase O-GlcNAcase using multiple linear free energy relationships

Human O-GlcNAcase plays an important role in regulating the post-translational modification of serine and threonine residues with β-O-linked N-acetylglucosamine monosaccharide unit (O-GlcNAc). The mechanism of O-GlcNAcase involves nucleophilic participation of the 2-acetamido group of the substrate to displace a glycosidically linked leaving group. The tolerance of this enzyme for variation in substrate structure has enabled us to characterize O-GlcNAcase transition states using several series of substrates to generate multiple simultaneous free-energy relationships. Patterns revealing changes in mechanism, transition state, and rate-determining step upon concomitant variation of both nucleophilic strength and leaving group abilities are observed. The observed changes in mechanism reflect the roles played by the enzymic general acid and the catalytic nucleophile. Significantly, these results illustrate how the enzyme synergistically harnesses both modes of catalysis; a feature that eludes many small molecule models of catalysis. These studies also suggest the kinetic significance of an oxocarbenium ion intermediate in the O-GlcNAcase-catalyzed hydrolysis of glucosaminides, probing the limits of what may be learned using nonatomistic investigations of enzymic transition-state structure and offering general insights into how the superfamily of retaining glycoside hydrolases act as efficient catalysts.

Synthesis of N-Acetylglucosamine Aryl β-Glycosides Catalyzed by Crown Compounds

Glycosylation of various phenols with α-D-glucosaminyl chloride peracetate in a solid phase-liquid system catalyzed by crown compounds was studied. The highest yields of aryl β-glycosides were observed at room temperature in acetonitrile using anhydrous p

The rates of hydrolysis of some substituted phenyl 2 acetamido 2 deoxy α and β D glucopyranosides

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