1824-94-8

Basic information

• Product Name: METHYL-BETA-D-GALACTOPYRANOSIDE
• Synonyms: METHYL-BETA-D-GALACTOPYRANOSIDE;METHYL BETA-D-GALACTOSIDE;METHYL BETA-D-GALACTOSIDE(1,5);METHYL B-D-GALACTOPYRANOSIDE;BETA-METHYL-D-GALACTOSIDE;1-O-METHYL-GALACTOSIDE;1-O-METHYL-BETA-D-GALACTOPYRANOSIDE;1-OME-BETA-D-GAL
• CAS NO: 1824-94-8
• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.18
• EINECS: 217-361-7
• Product Categories: Sugars, Carbohydrates & Glucosides;13C & 2H Sugars;Biochemistry;Galactose;Glycosides;Sugars;Carbohydrates & Derivatives
• Mol File: 1824-94-8.mol
• Article Data: 125

Chemical Properties

• Melting Point: 172-180 °C
• Boiling Point: 250.62°C (rough estimate)
• Flash Point: 189.1 °C
• Appearance: White/Crystalline Powder
• Density: 1.47
• Vapor Pressure: 1.15E-07mmHg at 25°C
• Refractive Index: -16.5 ° (C=1.5, MeOH)
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Water (Slightly)
• PKA: 12.92±0.70(Predicted)
• Water Solubility: Soluble in water and methanol.
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 81569
• CAS DataBase Reference: METHYL-BETA-D-GALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL-BETA-D-GALACTOPYRANOSIDE(1824-94-8)
• EPA Substance Registry System: METHYL-BETA-D-GALACTOPYRANOSIDE(1824-94-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 1824-94-8(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Uses

It is a weak substrate and effective inducer of beta-D-galactosidase.

Definition

ChEBI: A beta-D-galactopyranoside having a methyl substituent at the anomeric position.

InChI:InChI=1/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3?,4-,5+,6?,7+/m0/s1

Upstream product

• 92673-60-4 methyl β-D-galactoside 6-sulfate 
• 5019-23-8 methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 761-01-3 triethylamine sulfur trioxide 
• 4056-17-1 methyl O⁴,O⁶-phenylboranediyl-β-D-galactopyranoside 
• 67-56-1 methanol 
• 10257-28-0 D-Galactose 
• 100-52-7 benzaldehyde 
• 59-23-4 D-Galactose 
• 34367-04-9 chikusetsusaponin V 
• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 1152-39-2 p-methylphenyl 1-thio-β-D-glucopyranoside 
• 112848-52-9 C₇₂H₁₀₆O₃₁ 
• 2280-44-6 D-Glucose 
• 1083079-89-3 1-O-(α-D-glucopyranosyl)-(2S,3R,4E,8E,10E)-2-[(2'R,3'E)-2'-hydroxyoctadec-3'-enoylamino]-9-methyloctadeca-4,8,10-triene-1,3-diol 

Downstream Products

• 2296-39-1 methyl 2,3,4,6-tetrakis-O-trimethylsilyl-β-D-galactopyranoside 
• 20688-90-8 methyl 4,6-O-isopropylidene-β-D-galacytopyranoside 
• 114102-83-9 methyl β-D-galactopyranoside 6-(diphenyl phosphate) 
• 3162-96-7 methyl 4,6-O-benzylidene-β-D-galactopyranoside 
• 100638-59-3 C₃₅H₃₀⁽²⁾H₈O₆ 
• 71117-36-7 methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside 
• 136113-05-8 (3aS,4R,6R,7R,7aR)-7-Hydroxy-4-hydroxymethyl-6-methoxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one 
• 136113-00-3 Carbonic acid benzyl ester (2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester 
• 51897-73-5 methyl 2,6-di-O-acetyl-3,4-O-benzylidene-β-D-galactopyranoside 
• 112968-15-7 methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glalactopyranoside 
• 87591-35-3 Methyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-galactopyranoside 
• 67393-10-6 methyl 6-O-benzyl-β-D-galactopyranoside 
• 67381-30-0 methyl 3,6-di-O-benzyl-β-D-galactopyranoside 
• 40010-11-5 methyl 3-O-benzyl-β-D-galactopyranoside 

Relevant articles and documents

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Operationally simple and efficient workup procedure for TBAF-mediated desilylation: Application to halichondrin synthesis

An operationally simple and efficient workup method for tetrabutylammonium fluoride (TBAF)-mediated t-butyldimethylsilyl (TBS) deprotection has been developed. The procedure includes addition of a sulfonic acid resin and calcium carbonate, followed by filtration and evaporation. This method eliminates the tedious aqueous-phase extraction process to remove excess TBAF and materials derived from TBAF, thereby making the protocol highly amenable to multiple TBS deprotections. Its efficiency and usefulness were demonstrated by using the transformation of 1 a to 3a in the halichondrin synthesis.

Preliminary 1H NMR investigation of sialic acid transfer by the trans-sialidase from Trypanosoma cruzi

1H NMR spectroscopy has been used to investigate the transfer of sialic acid from sialic acid donor molecules to acceptor molecules using the trans-sialidase from Typanosoma cruzi. It is clearly demonstrated that NMR spectroscopy is an efficien

Catalytic Consequences of Experimantal Evolution. Part 1. Catalysis by the Wild-type Second β-Galactosidase (ebg0) of Escherichia coli: a Comparison with the lacZ Enzyme

β-D-Galactopyranose is the initial product of the hydrolysis of β-D-galactopyranosyl fluoride by ebg0 enzyme.Transfer to methanol of a β-D-galactopyranosyl residue from either m-nitrophenol or 3-bromopyridine is seven times more favourable than

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Calixanthomycin A: Asymmetric Total Synthesis and Structural Determination

We report the first asymmetric total synthesis and structural determination of calixanthomycin A. Taking advantage of a modular strategy, a concise approach was developed to assemble the hexacyclic skeleton with both enantiomers of the lactone A ring. Stereoselective glycosylation coupled the angular hexacyclic framework with a monosaccharide fragment to produce calixanthomycin A and its stereoisomers. This enable us to determine and assign the absolute configuration of C-25 (25S) and monosaccharide (derivative of l-glucose).

Chemical constituents of the aerial parts of Algerian Galium brunneum: Isolation of new hydroperoxy sterol glucosyl derivatives

The liposoluble extract of Galium brunneum aerial parts from North-eastern Algeria was chemically investigated. The EtOAc soluble portion contained a series of glycosyl cucurbitacins and sterols including three new glucosyl hydroperoxy sterols 1–3 among other phenolic components whereas the BuOH soluble fraction was dominated by glycosyl derivatives of flavonoids, iridoids and lignans, according to the chemistry reported in the literature for the genus Galium. The structure of new oxidized sterols 1–3 was determined by spectroscopic methods as well as by comparison with related known metabolites. Selected main compounds from both extracts, which revealed moderate antibacterial activities, were tested for their growth inhibitory properties against Gram-positive and Gram-negative bacteria. This is the first report of cucurbitacins in plants of genus Galium.