5987-78-0

Basic information

• Product Name: 4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
• Synonyms: 4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE;P-NITROPHENYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE;4-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside;4''-NITROPHENYL TETRA-O-ACETYL-SS-D-GLUCOPYRANOSIDE;4-Nitrophenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside;p-Nitrophenyl β-D-Glucopyranoside 2,3,4,6-Tetraacetate
• CAS NO: 5987-78-0
• Molecular Formula: C₂₀H₂₃NO₁₂
• Molecular Weight: 469.4
• EINECS: 1533716-785-6
• Product Categories: Carbohydrates & Derivatives
• Mol File: 5987-78-0.mol
• Article Data: 59

Chemical Properties

• Melting Point: 175°C
• Boiling Point: 559.3 °C at 760 mmHg
• Flash Point: 207.1 °C
• Appearance: /
• Density: 1.38 g/cm³
• Vapor Pressure: 1.53E-12mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
• CAS DataBase Reference: 4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(5987-78-0)
• EPA Substance Registry System: 4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(5987-78-0)

Safety Data

• Hazardous Substances Data: 5987-78-0(Hazardous Substances Data)

Usage

Description

4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE, also known as p-Nitrophenyl-2,3,4,6-Tetra-O-acetyl-β-D-glucopyranoside (CAS# 5987-78-0), is an off-white crystalline solid compound that is primarily used in organic synthesis. It is a derivative of glucose, a simple sugar, with an aromatic nitrophenyl group attached and four acetyl groups protecting the hydroxyl groups.

Uses

Used in Organic Synthesis:
4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE is used as an intermediate compound for the synthesis of various organic molecules. Its application is due to its unique structure, which allows for further chemical reactions and modifications to create a wide range of products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE is used as a building block for the development of new drugs. Its application is based on its ability to be modified and incorporated into complex molecular structures, potentially leading to the discovery of novel therapeutic agents.
Used in Chemical Research:
4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE is also used as a research tool in chemical laboratories. Its application is due to its unique properties, which can provide insights into the behavior of similar compounds and contribute to the advancement of chemical knowledge.
Used in Material Science:
In the field of material science, 4'-NITROPHENYL TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE may be used as a component in the development of new materials with specific properties. Its application is based on its potential to be incorporated into polymers or other materials, leading to the creation of novel materials with unique characteristics.

InChI:InChI=1/C20H23NO12/c1-10(22)28-9-16-17(29-11(2)23)18(30-12(3)24)19(31-13(4)25)20(33-16)32-15-7-5-14(6-8-15)21(26)27/h5-8,16-20H,9H2,1-4H3/t16-,17-,18+,19-,20-/m1/s1

Upstream product

• 100-02-7 4-nitro-phenol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 604-69-3 β-D-glucose pentaacetate 
• 78942-86-6 2,3,4,6-tetra-O-acetyl-1-O-trifluoroacetyl-α-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 87236-45-1 4-nitrophenyl 3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 439-03-2 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose 
• 2492-87-7 4-nitrophenyl-β-D-glucoside 
• 78942-85-5 2,3,4,6-tetra-O-acetyl-1-O-trifluoroacetyl-β-D-glucopyranose 
• 123-54-6 acetylacetone 
• 83-87-4 D-glucose pentaacetate 
• 824-78-2 4-nitrophenol sodium salt 
• 5605-82-3 3,4,6-tri-O-acetyl-α-D-glucopyranosyl chloride 
• 3947-62-4 2,3,4,6-tetraacetylglucose 

Downstream Products

• 42011-36-9 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-aminophenoxy)-tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 2492-87-7 4-nitrophenyl-β-D-glucoside 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 
• 76514-08-4 p-acetamidophenyl tetra-O-acetyl-α-L-idopyranoside 
• 76514-11-9 Acetic acid (2S,3S,4R,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-2-bromo-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl ester 
• 170940-41-7 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-acetylamino-phenoxy)-tetrahydro-pyran-3-yl ester 
• 42011-36-9 (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-aminophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 946602-87-5 C₃₂H₄₅NO₁₃ 
• 946602-85-3 C₄₈H₆₈N₂O₁₈ 
• 946602-86-4 C₃₄H₅₁N₃O₁₂ 
• 249512-66-1 Acetic acid (2R,3S,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methyleneamino-phenoxy)-tetrahydro-pyran-4-yl ester 
• 249512-63-8 Acetic acid (2R,3S,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-formylamino-phenoxy)-tetrahydro-pyran-4-yl ester 
• 249512-65-0 Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methyleneamino-phenoxy)-tetrahydro-pyran-4-yl ester 
• 249512-62-7 Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-formylamino-phenoxy)-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

p-Nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

The crystal structure of p-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside, C20H23NO12, was determined in order to ascertain its stereochemistry. The ring adopts a 3C5 chair conformation, with

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

Chemo-enzymatic synthesis of p-nitrophenyl β-D-galactofuranosyl disaccharides from Aspergillus sp. fungal-type galactomannan

β-D-Galactofuranose (Galf) is a component of polysaccharides and glycoconjugates. There are few reports about the involvement of galactofuranosyltransferases and galactofuranosidases (Galf-ases) in the synthesis and degradation of galactofuranose-containing glycans. The cell walls of filamentous fungi in the genus Aspergillus include galactofuranose-containing polysaccharides and glycoconjugates, such as O-glycans, N-glycans, and fungal-type galactomannan, which are important for cell wall integrity. In this study, we investigated the synthesis of p-nitrophenyl β-D-galactofuranoside and its disaccharides by chemo-enzymatic methods including use of galactosidase. The key step was selective removal of the concomitant pyranoside by enzymatic hydrolysis to purify p-nitrophenyl β-D-galactofuranoside, a promising substrate for β-D-galactofuranosidase from Streptomyces species.