25878-60-8

Basic information

• Product Name: D-Galactopyranose pentaacetate
• Synonyms: 1,2,3,4,6-PENTA-O-ACETYL-D-GALACTOPYRANOSE;1,2,3,4,6-PENTA-O-ACETYL-D-GALACTOPYRANOSIDE;A-BETA-D-GALACTOSE PENTAACETATE;ALPHA, BETA-D-GALACTOSE PENTAACETATE;ALPHA-BETA-D-GALACTOSE PENTAACETATE (HIGH BETA);D-Galactopyranose pentaacetate;B-D-GALACTOSE PENTAACETATE 99%;AC-1
• CAS NO: 25878-60-8
• Molecular Formula: C₁₆H₂₂O₁₁
• Molecular Weight: 390.34
• Product Categories: Carbohydrates & Derivatives
• Mol File: 25878-60-8.mol
• Article Data: 304

Chemical Properties

• Melting Point: 113°C
• Boiling Point: 451°C
• Flash Point: 196°C
• Appearance: /
• Density: 1.30
• Vapor Pressure: 9.23E-08mmHg at 25°C
• Refractive Index: 1.482
• Storage Temp.: 2-8°C
• CAS DataBase Reference: D-Galactopyranose pentaacetate(CAS DataBase Reference)
• NIST Chemistry Reference: D-Galactopyranose pentaacetate(25878-60-8)
• EPA Substance Registry System: D-Galactopyranose pentaacetate(25878-60-8)

Safety Data

• Hazardous Substances Data: 25878-60-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

1,2,3,4,6-Penta-O-acetyl-D-galactopyranose is used for production of fucosylated carbohydrates by enzymic fucosylation synthesis of sugar nucleotides.

InChI:InChI=1/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13+,14+,15-,16?/m1/s1

Upstream product

• 3458-28-4 D-Mannose 
• 108-24-7 acetic anhydride 
• 5019-25-0 methyl 2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside 
• 4163-60-4 β-D-galactose peracetate 
• 530-26-7 D-Mannose 
• 64-19-7 acetic acid 
• 17460-45-6 tetra-acetyl glucosamine 
• 57-50-1 Sucrose 
• 2478-38-8 1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 530-57-4 3,5-dimethoxy-4-hydroxybenzoic acid 
• 134-96-3 syringic aldehyde 
• 73410-97-6 2-O-β-D-glucopyranosyl-1L-(1,3,4/2,6)-4-amino-6-hydroxymethyl-1,2,3-cyclohexanetriol 
• 4451-36-9 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl 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 
• 65236-85-3 β-1-deoxy-1-C-(phenylthio)-2,3,4,5-tetra-O-acetyl-D-mannopyranose 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 
• 10343-15-4 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 
• 161976-78-9 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[4-(4-chloro-phenyl)-3-cyano-6-methyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 

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.

Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride

This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.