4478-43-7

Basic information

• Product Name: 1,2:3,4-DI-O-ISOPROPYLIDENE-6-O-P-TOLYLSULFONYL-ALPHA-D-GALACTOSE
• Synonyms: 1,2:3,4-Di-O-isopropylidene-6-O-p-tolylsulfonyl-α-Dgalactopyranose;(-)-1,2:3,4-di-O-isopropylidene-6-O-(4-Methylphenylsulfonyl)-α-D-galactopyranose;1,2:3,4-DI-O-ISOPROPYLIDENE-6-O-P-TOLYLSULFONYL-ALPHA-D-GALACTOSE;1,2:3,4-Di-O-isopropylidene-6-O-p-tolylsulfonyl-a-D-galactopyranose;1,2:3,4-Di-O-isopropylidene-6-O-p-toluenesulfonyl-a-D-galactose;1,2:3,4-Di-O-Isopropylidene-6-O-p-tolylsulfonyl-alpha-D-galactopyranose;.alpha.-D-Galactopyranose, 1,2:3,4-bis-o-(1-methylethylidene)-, 4-methylbenzenesulfonate;Nsc116274
• CAS NO: 4478-43-7
• Molecular Formula: C₁₉H₂₆O₈S
• Molecular Weight: 414.47
• Mol File: 4478-43-7.mol
• Article Data: 35

Chemical Properties

• Melting Point: 92°C(lit.)
• Boiling Point: 513.7 °C at 760 mmHg
• Flash Point: 264.5 °C
• Appearance: /
• Density: 1.23 g/cm³
• CAS DataBase Reference: 1,2:3,4-DI-O-ISOPROPYLIDENE-6-O-P-TOLYLSULFONYL-ALPHA-D-GALACTOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:3,4-DI-O-ISOPROPYLIDENE-6-O-P-TOLYLSULFONYL-ALPHA-D-GALACTOSE(4478-43-7)
• EPA Substance Registry System: 1,2:3,4-DI-O-ISOPROPYLIDENE-6-O-P-TOLYLSULFONYL-ALPHA-D-GALACTOSE(4478-43-7)

Safety Data

• Hazardous Substances Data: 4478-43-7(Hazardous Substances Data)

Usage

General Description

1,2:3,4-Di-O-isopropylidene-6-O-p-tolylsulfonyl-alpha-D-galactose is a complex chemical compound, which belongs to the category of organic compounds known as O-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. The chemical is characterized by a sulfonate group, which makes the molecule more reactive and polar. Although its precise uses and properties are not exceptionally documented, it may be utilized in specialized chemical reactions, particularly in fields that deal with complex syntheses of organic compounds, such as pharmaceutical or chemical manufacturing. As with all chemicals, it must be handled carefully to avoid potential safety risks.

Upstream product

• 3646-73-9 α-D-galactopyranose 
• 98-59-9 p-toluenesulfonyl chloride 
• 67-64-1 acetone 
• 10257-28-0 D-Galactose 
• 6748-86-3 methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 59-23-4 D-Galactose 
• 536-57-2 p-toluene sulfinic acid 
• 34698-19-6 methyl 6-O-tosyl-α-D-galactopyranoside 
• 79378-77-1 1,2:3,4-Di-O-isopropyliden-6-O-(p-tolylsulfinyl)-α-D-galactopyranose 

Downstream Products

• 93603-17-9 O⁶-(toluene-4-sulfonyl)-D-galactose-diethyldithioacetal 
• 1607008-37-6 C₅₈H₈₀N₂O₁₀ 
• 1607008-36-5 C₃₁H₃₃Cl₃N₂O₆ 
• 1607008-34-3 methyl 6-acetamido-2,3,4-tri-O-benzyl-D-galactopyranoside 
• 496811-81-5 methyl 6-amino-6-deoxy-D-galactopyranoside 
• 949466-63-1 6-deoxy-1,2:3,4-di-O-isopropylidene-6-phenylselenyl-α-D-galactopyranose 
• 13059-08-0 methyl-(di-O-acetyl-3,6-anhydro-α-D-galactopyranoside) 
• 14122-18-0 3,6-anhydro-D-galactose 
• 121424-21-3 O¹,O²,O³,O⁴-tetraacetyl-O⁶-(toluene-4-sulfonyl)-α-D-galactopyranose 
• 52109-81-6 methyl 2,3,4-tri-O-acetyl-6-O-(p-tolylsulfonyl)-α-D-galactopyranoside 
• 13046-90-7 2,3,4-tri-O-acetyl-6-O-(p-tolylsulfonyl)-α-D-galactosyl bromide 
• 29907-22-0 O²,O³,O⁴-triacetyl-O⁶-(toluene-4-sulfonyl)-α-D-galactopyranosyl chloride 

Relevant articles and documents

Synthesis of novel amidoxime-linked pseudodisaccharides

Disaccharide analogues containing amidoxime interglycosidic linkages have been synthesised by nucleophilic addition of aminomethylene pyranoses to pyranosyl nitrile oxides, generated by dehydrochlorination of the corresponding hydroximoyl chlorides. The s

Gabriel-Cromwell aziridination of amino sugars; chiral ferrocenoyl-aziridinyl sugar synthesis and their biological evaluation

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Design, synthesis, cholinesterase inhibition and molecular modelling study of novel tacrine hybrids with carbohydrate derivatives

A series of hybrids containing tacrine linked to carbohydrate-based moieties, such as D-xylose, D-ribose, and D-galactose derivatives, were synthesized by the nucleophilic substitution between 9-aminoalkylamino-1,2,3,4-tetrahydroacridines and the corresponding sugar-based tosylates. All compounds were found to be potent inhibitors of both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) in the nanomolar IC50 scale. Most of the D-xylose derivatives (6a-e) were selective for AChE and the compound 6e (IC50 = 2.2 nM for AChE and 4.93 nM for BuChE) was the most active compound for both enzymes. The D-galactose derivative 8a was the most selective for AChE exhibiting an IC50 ratio of 7.6 for AChE over BuChE. Only two compounds showed a preference for BuChE, namely 7a (D-ribose derivative) and 6b (D-xylose derivative). Molecular docking studies indicated that the inhibitors are capable of interacting with the entire binding cavity and the main contribution of the linker is to enable the most favorable positioning of the two moieties with CAS, PAS, and hydrophobic pocket to provide optimal interactions with the binding cavity. This finding is reinforced by the fact that there is no linear correlation between the linker size and the observed binding affinities. The majority of the new hybrids synthesized in this work do not violate the Lipinski's rule-of-five according to FAF-Drugs4, and do not demonstrated predicted hepatotoxicity according ProTox-II.