35023-71-3

Basic information

• Product Name: 2-CHLORO-4-NITROPHENYL-2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
• Synonyms: [(3R,4S,5S,6S)-3,4,5-triacetoxy-6-(2-chloro-4-nitro-phenoxy)tetrahydropyran-2-yl]methyl acetate
• CAS NO: 35023-71-3
• Molecular Formula: C₂₀H₂₂ClNO₁₂
• Molecular Weight: 503.84
• EINECS: 1533716-785-6
• Product Categories: Carbohydrates & Derivatives
• Mol File: 35023-71-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 144-145°C
• Boiling Point: 574.258oC at 760 mmHg
• Flash Point: 301.101oC
• Appearance: /
• Density: 1.442g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.55
• Solubility: Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 2-CHLORO-4-NITROPHENYL-2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-4-NITROPHENYL-2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(35023-71-3)
• EPA Substance Registry System: 2-CHLORO-4-NITROPHENYL-2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(35023-71-3)

Safety Data

• Hazardous Substances Data: 35023-71-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

2-Chloro-4-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (cas# 35023-71-3) is a compound useful in organic synthesis.

InChI:InChI=1/C20H22ClNO12/c1-9(23)29-8-16-17(30-10(2)24)18(31-11(3)25)19(32-12(4)26)20(34-16)33-15-6-5-13(22(27)28)7-14(15)21/h5-7,16-20H,8H2,1-4H3/t16?,17-,18+,19+,20-/m1/s1

Upstream product

• 619-08-9 2-chloro-4-nitrophenol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 492-61-5 β-D-glucose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 83-87-4 D-glucose pentaacetate 
• 604-69-3 β-D-glucose pentaacetate 

Downstream Products

• 133-89-1 uridine diphosphate glucose 
• 1397274-90-6 (2-chloro-4-nitrophenyl) 2,3,4-tri-O-benzoyl-β-D-gluco-hexodialdo-1,5-pyranose-6-O-methyloxime 
• 1397274-89-3 (2-chloro-4-nitrophenyl) 2,3,4-tri-O-benzoyl-β-D-gluco-hexodialdo-1,5-pyranose-6-O-methyloxime 
• 1397274-88-2 (2-chloro-4-nitrophenyl) 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 1397274-87-1 (2-chloro-4-nitrophenyl) 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside 
• 1397274-86-0 (2-chloro-4-nitrophenyl) 6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside 
• 120221-14-9 (2-chloro-4-nitrophenyl)-β-D-glucopyranoside 
• 1397274-82-6 (2-chloro-4-nitrophenyl) 6'-deoxy-6'-methoxyamino-β-D-glucopyranoside 
• 122078-59-5 phenolindo-3'-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 122078-52-8 phenolindo-3'-chlorophenyl β-D-glucopyranoside 

Relevant articles and documents

Glucose-containing nitrogen-containing aromatic ring derivative and application thereof

The invention belongs to the technical field of medicines, and relates to a glucose-containing nitrogen-containing aromatic ring derivative and application thereof, and a pharmaceutical composition containing the compound. The invention also relates to a

Facile and Versatile Chemoenzymatic Synthesis of Enterobactin Analogues and Applications in Bacterial Detection

Siderophores, such as enterobactin (Ent), are small molecules that can be selectively imported into bacteria along with iron by cognate transporters. Siderophore conjugates are thus a promising strategy for delivering functional reagents into bacteria. In this work, we present an easy-to-perform, one-pot chemoenzymatic synthesis of functionalized monoglucosylated enterobactin (MGE). When functionalized MGE is conjugated to a rhodamine fluorophore, which affords RhB-Glc-Ent, it can selectively label Gram-negative bacteria that utilize Ent, including some E. coli strains and P. aeruginosa. V. cholerae, a bacterium that utilizes linearized Ent, can also be weakly targeted. Moreover, the targeting is effective under iron-limiting but not iron-rich conditions. Our results suggest that the RhB-Glc-Ent probe is sensitive not only to the bacterial strain but also to the iron condition in the environment.

Natural product disaccharide engineering through tandem glycosyltransferase catalysis reversibility and neoglycosylation

A two-step strategy for disaccharide modulation using vancomycin as a model is reported. The strategy relies upon a glycosyltransferase-catalyzed 'reverse' reaction to enable the facile attachment of an alkoxyamine-bearing sugar to the vancomycin core. Ne