7216-69-5

Basic information

• Product Name: BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME
• Synonyms: β-d-gal-[1→4]-β-d-glc-1→ome;Methyl4-O-(b-D-galactopyranosyl)-D-glucopyranoside;Methyl β-lactoside, β-D-Gal-[1-4]-β-D-Glc-1-OMe;1-O-Methyl β-lactose;1-O-Methyl-4-O-β-D-galactopyranosyl-β-D-glucopyranose;1-O-Methyl-β-lactose;Methyl 4-O-(β-D-galactopyranosyl)-D-glucopyranoside ,98%;methyllactoside
• CAS NO: 7216-69-5
• Molecular Formula: C₁₃H₂₄O₁₁
• Molecular Weight: 356.32
• Mol File: 7216-69-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 205℃
• Boiling Point: 648.7°Cat760mmHg
• Flash Point: 346.1°C
• Appearance: /
• Density: 1.63±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.43E-19mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: −20°C
• Solubility: Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME(CAS DataBase Reference)
• NIST Chemistry Reference: BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME(7216-69-5)
• EPA Substance Registry System: BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME(7216-69-5)

Safety Data

• Hazardous Substances Data: 7216-69-5(Hazardous Substances Data)

Usage

Description

BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME, also known as methyl beta-D-glucoside with a beta-D-galactosyl residue at the 4-position, is a methyl glycoside derived from the combination of two sugar molecules, glucose and galactose. BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME is characterized by its unique structure, where the galactose molecule is linked to the glucose molecule through a 1->4 glycosidic bond, and the glucose molecule is further connected to a methyl group.

Uses

Used in Pharmaceutical Industry:
BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME is used as a pharmaceutical compound for its potential therapeutic applications. Its unique structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs.
Used in Food Industry:
BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME is used as a food additive for its properties to enhance the texture, flavor, and stability of food products. Its ability to interact with other food components can improve the overall quality and shelf life of various food items.
Used in Cosmetic Industry:
BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME is used as an ingredient in cosmetic products for its moisturizing and skin conditioning properties. Its ability to interact with skin cells can help improve skin hydration and elasticity, making it a valuable component in skincare formulations.
Used in Research Applications:
BETA-D-GAL-[1->4]-BETA-D-GLC-1->OME is used as a research tool for studying the structure and function of glycosidic bonds and their role in various biological processes. Its unique structure makes it an ideal candidate for investigating the mechanisms of carbohydrate recognition and binding in biological systems.

InChI:InChI=1/C13H24O11/c1-21-12-10(20)8(18)11(5(3-15)23-12)24-13-9(19)7(17)6(16)4(2-14)22-13/h4-20H,2-3H2,1H3/t4-,5-,6+,7+,8-,9-,10-,11-,12-,13+/m1/s1

Upstream product

• 77068-23-6 3,6,2',3',4',6'-hexa-O-acetyl-α-cellobioside 
• 935554-57-7 methyl 2,3,6-tri-O-benzyl-4-O-{3,4,6-tri-O-benzyl-2-O-[3'-(2''-benzyloxy-4'',6''-dimethylphenyl)-3',3'-dimethylpropanoyl]-β-D-glucopyranosyl}-(1->4)-α-D-glucopyranoside 
• 935554-58-8 methyl 2,3,6-tri-O-benzyl-4-O-{3,4,6-tri-O-benzyl-2-O-[3'-(2''-benzyloxyphenyl)-3',3'-dimethylpropanoyl]-β-D-glucopyranosyl}-(1->4)-α-D-glucopyranoside 
• 1181209-09-5 C₅₆H₆₀O₁₁ 
• 67-56-1 methanol 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 4753-07-5 α-hepta-O-acetylmaltosyl bromide 
• 241471-11-4 ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 139470-83-0 methyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-glucopyranoside 
• 77068-17-8 3,6,2',3',4',6'-hexa-O-acetyl-2-O-(trichloroacetyl)-β-cellobiosyl chloride 
• 77068-20-3 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranosyl chloride 
• 77068-19-0 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranosyl chloride 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 127177-92-8 methyl 2,6,3',6'-tetra-O-benzyl-3,2'-O-isopropylidene-β-lactoside 
• 127177-94-0 methyl 4'-O-benzoyl-2,6,3',6'-tetra-O-benzyl-3,2'-O-isopropylidene-β-cellobioside 
• 127177-93-9 methyl 2,6,3',6'-tetra-O-benzyl-4'-O-imidazolylsulphonyl-3,2'-O-isopropylidene-β-lactoside 
• 87143-93-9 methyl di-O-trityl-α-maltoside 
• 141242-48-0 methyl 2,3,6,2',3'-penta-O-acetyl-4',6'-O-benzylidene-α-maltoside 
• 155786-80-4 methyl 2,3,6,3',4',6'-hexa-O-benzyl-β-lactoside 
• 56865-31-7 methyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-β-D-glucopyranoside 
• 127177-91-7 methyl 2,6,3',6'-tetra-O-benzyl-β-lactoside 
• 144368-49-0 methyl 2,6,2',3',4',6'-hexa-O-benzyl-β-lactoside 
• 92733-56-7 methyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-cyclohexylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 92733-55-6 methyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-cyclohexylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 130539-59-2 methyl 6'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-lactoside 
• 130539-60-5 methyl 6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-lactoside 
• 1272439-38-9 methyl 4-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

Metal-catalyzed stereoselective and protecting-group-free synthesis of 1,2-cis-glycosides using 4,6-dimethoxy-1,3,5-triazin-2-yl glycosides as glycosyl donors

4,6-Dimethoxy-1,3,5-triazin-2-yl glycosides, glycosyl donors prepared in one step from free saccharides without protection of the hydroxy groups, were stereoselectively and equivalently converted to the corresponding 1,2-cis-glycosides by using a catalytic amount of metal catalyst. This reaction was successfully applied not only to monosaccharides, but also to di- and oligosaccharides.

Synthesis of C7-C16-Alkyl maltosides in the presence of tin(IV) chloride as a lewis acid catalyst

The synthesis of C7- to C16-alkyl maltosides in the presence of tin(IV) chloride as Lewis acid catalyst was performed. The characterization of the products and theoretical investigation of the crucial step in the synthesis were carried out. The preparation of the β-maltosides required reaction time of 1 h, and that of the α-maltosides was 72 h. The side products were the α-D-maltosidechloride and 2-hydroxy-β-maltoside, respectively. The PM3 calculation confirmed the formation of the kinetically controlled β-product.

Stereocontrolled glycoside and glycosyl ester synthesis. Neighboring group participation and hydrogenolysis of 3-(2′-benzyloxyphenyl)-3,3- dimethylpropanoates

Equation presented The 2-O[3-(2′-benzyloxyphenyl)-3,3- dimethylpropanoate] and 2-O-[3-(2′-benzyloxy-4′,6′- dimethylphenyl)-3,3-dimethylpropanoate] esters enable the synthesis of a range of β-glucosides and α-mannosides through neighboring participation in excellent yield, and are removed by hydrogenolysis in concert with the cleavage of benzyl esters in the presence of other esters making them particularly well suited to the stereocontrolled synthesis of glycosyl esters.