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

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

Downstream Products

• 93603-17-9 O⁶-(toluene-4-sulfonyl)-D-galactose-diethyldithioacetal 
• 34698-19-6 methyl 6-O-tosyl-α-D-galactopyranoside 
• 129171-96-6 methyl 3,4-O-benzylidene-6-deoxy-D-galactopyranoside 
• 119824-72-5 C₂₁H₂₁⁽²⁾HO₆ 
• 949466-63-1 6-deoxy-1,2:3,4-di-O-isopropylidene-6-phenylselenyl-α-D-galactopyranose 
• 121363-70-0 O⁶-(toluene-4-sulfonyl)-α-D-galactopyranose 
• 6619-07-4 O⁶-(toluene-4-sulfonyl)-β-D-galactopyranose 
• 1607008-37-6 C₅₈H₈₀N₂O₁₀ 
• 1607008-36-5 C₃₁H₃₃Cl₃N₂O₆ 

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

N-sugar substituted chiral aziridines were synthesized via Gabriel-Cromwell reaction. Novel pure diastereomers of aziridine derivatives (4 diastereomers) were readily obtained in high yields and their structures were confirmed by means of 1H NM

Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds

Antibiotic resistance has emerged as a serious global public health problem and lately very few antibiotics have been discovered and introduced into clinical practice. Therefore, there is an urgent need for the development of antibacterial compounds with new mechanism of action, especially those capable of evading known resistance mechanisms. In this work two series of glycoconjugate and non-glycoconjugate amino compounds derived from of isoquinoline-5,8-dione and 1,4-naphthoquinone and their halogenated derivatives were synthesized and evaluated for antimicrobial activity against Gram-positive (Enterococcus faecalis ATCC 29212, Staphylococcus aureus ATCC 25923, S. epidermidis ATCC 12228, S. simulans ATCC 27851) and Gram-negative bacteria (E. coli ATCC 25922, Proteus mirabilis ATCC 15290, K. pneumoniae ATCC 4352 and P. aeruginosa ATCC 27853) strains of clinical importance. This study revealed that glycoconjugate compounds derived from halogeno-substituted naphthoquinones were more active against Gram-negative strains, which cause infections whose treatment is even more difficult, according to the literature. These molecules were also more active than isoquinoline-5,8-dione analogues with minimum inhibitory concentration (MIC = 4–32 μg/mL) within Clinical and Laboratory Standard Institute MIC values (CLSI 0.08–256 μg/mL). Interestingly the minimal bactericidal concentration (MBC) values of the most active compounds were equal to MIC classifying them as bactericidal agents against Gram-negative bacteria. Sixteen compounds among eighteen carbohydrate-based naphthoquinones tested showed no hemolytic effects on health human erythrocytes whereas more susceptibility to hemolytic cleavage was observed when using non-glycoconjugate amino compounds. In silico Absorption, Distribution, Metabolism, Excretion and Toxicity (ADMET) evaluation also pointed out that these compounds are potential for oral administration with low side effects. In general, this study indicated that these compounds should be exploited in the search for a leading substance in a project aimed at obtaining new antimicrobials more effective against Gram-negative bacteria.