83-87-4

Basic information

• Product Name: BETA-D-GLUCOSE PENTAACETATE
• Synonyms: 1,2,3,4,6-PENTA-O-ACETYL-B-D-GLUCOPYRANOSE;1,2,3,4,6-PENTAACETYL-ALPHA-D-GLUCOSE;1,2,3,4,6-PENTA-O-ACETYL-BETA-D-GLUCOSE;B-D-GLUCOSE PENTAACETATE;B-D-1,2,3,4,6-PENTA-O-ACETYL-B-GLUCOPYRANOSE;BETA-D-GLUCOPYRANOSE-PENTAACETATE;BETA-DEXTROSE PENTAACETATE;D-B-GLUCOSE PENTAACETATE
• CAS NO: 83-87-4
• Molecular Formula: C₁₆H₂₂O₁₁
• Molecular Weight: 390.34
• EINECS: 210-074-8
• Product Categories: API intermediates
• Mol File: 83-87-4.mol
• Article Data: 301

Chemical Properties

• Melting Point: 130-132 °C
• Boiling Point: 452 °C
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Storage Temp.: 0-6°C
• Solubility: chloroform: 0.1 g/mL, clear, colorless
• Water Solubility: chloroform: 0.1 g/mL, clear, colorless
• CAS DataBase Reference: BETA-D-GLUCOSE PENTAACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: BETA-D-GLUCOSE PENTAACETATE(83-87-4)
• EPA Substance Registry System: BETA-D-GLUCOSE PENTAACETATE(83-87-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 83-87-4(Hazardous Substances Data)

Usage

Description

BETA-D-GLUCOSE PENTAACETATE is a chemical compound derived from glucose through the process of acetylation. It is odorless with a bitter flavor and can be synthesized using various techniques such as ZnCl2 and pyridine, sodium acetate, and acetic anhydride and pyridine.

Uses

Used in Pharmaceutical Industry:
BETA-D-GLUCOSE PENTAACETATE is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block for the development of new drugs.
Used in Chemical Synthesis:
BETA-D-GLUCOSE PENTAACETATE is used as a reagent in various chemical synthesis processes. Its ability to undergo various chemical reactions makes it a versatile compound for creating a wide range of products.
Used in Research and Development:
BETA-D-GLUCOSE PENTAACETATE is used in research and development for studying the properties and behavior of glucose and its derivatives. It can provide valuable insights into the structure, function, and potential applications of glucose-based compounds.

Upstream product

• 10257-28-0 D-Galactose 
• 108-24-7 acetic anhydride 
• 4451-36-9 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride 
• 4451-35-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl chloride 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 492-62-6 alpha-D-glucopyranose 
• 2280-44-6 D-Glucose 
• 64-19-7 acetic acid 
• 127-08-2 potassium acetate 
• 54325-28-9 6-O-trityl-D-glucopyranose 
• 127-09-3 sodium acetate 
• 20672-66-6 3,4,6-tri-O-benzyl-D-glucopyranose 
• 50-99-7 D-glucose 
• 75-36-5 acetyl chloride 

Downstream Products

• 13242-51-8 1-O-p-nitrophenyl-2,3,4,6-tetra-O-acetyl α-D-mannopyranoside 
• 125354-48-5 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside 
• 32934-24-0 S-ethyl 2,3,4,6-tetra-O-acetyl-1-deoxy-1-thio-α-D-mannopyranoside 
• 37797-55-0 1-O-phenyl-2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside 
• 2872-72-2 phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 
• 2823-44-1 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl fluoride 
• 14227-52-2 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl chloride 
• 572-10-1 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl chloride 
• 13242-53-0 acetobromomannose 
• 6087-47-4 O³,O⁴,O⁶-triacetyl-O²-trichloroacetyl-β-D-mannopyranosyl chloride 
• 28140-37-6 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-β-D-mannopyranoside 
• 140428-83-7 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-D-mannopyranose 
• 85618-26-4 n-octyl 2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranoside 

Relevant articles and documents

PROCESS OF SYNTHESIS OF β-6'SULFOQUINOVOSYL DIACYLGLYCEROLS

The present invention relates to a synthesis process of β-6-sulfoquinovosyl-diacylglycerols. In particular, said process is for the synthesis of the compounds 1,2-O-distearoyl-3-O-(β- sulfoquinovosyl)-R/S-glycerol, 1,2-O-distearoyl-3-O-(β-sulfoquinovosyl)-R-glycerol or 1,2- O-distearoyl-3-O-(β-sulfoquinovosyl)-S-glycerol, named respectively Sulfavant A, Sulfavant R and Sulfavant S.

Selectivity of 1-O-Propargyl-D-Mannose Preparations

Thanks to their ability to bind to specific biological receptors, mannosylated structures are examined in biomedical applications. One of the most common ways of linking a functional moiety to a structure is to use an azide-alkyne click reaction. Therefore, it is necessary to prepare and isolate a propargylated mannose derivative of high purity to maintain its bioactivity. Three known preparations of propargyl-α-mannopyranoside were revisited, and products were analysed by NMR spectroscopy. The preparations were shown to yield by-products that have not been described in the literature yet. Our experiments showed that one-step procedures could not provide pure propargyl-α-mannopyranoside, while a three-step procedure yielded the desired compound of high purity.

First total syntheses of four natural bioactive glucosides

The efficient total syntheses of four biologically interesting natural glucosides Ethylconiferin, Butylconiferin, 2’-Butoxyethylconiferin and Balajaponin B, have been achieved for the first time starting from commercially available Vanilline via concise reaction sequence of 8–10 steps with the overall yield of 26–41%. This work definitely laid the foundation for the further pharmacological study of this kind of natural compounds. Meanwhile, currently developed approach could be used as a general synthetic strategy for the syntheses of other monolignol glucosides and their derivatives, and provides an opportunity for further study of the structure-activity relationship of this kind of glucosides.