3601-36-3

Usage

Uses

1. Used in Organic Synthesis:
METHYL 2,3,6-TRI-O-BENZOYL-ALPHA-D-GALACTOPYRANOSIDE is used as an intermediate in organic synthesis for the production of various complex organic compounds. Its unique structure and reactivity make it a valuable building block for creating a wide range of molecules with diverse applications in different industries.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL 2,3,6-TRI-O-BENZOYL-ALPHA-D-GALACTOPYRANOSIDE is used as a key component in the development of new drugs. Its ability to form various derivatives and complexes with other molecules allows for the creation of potential therapeutic agents with novel mechanisms of action.
3. Used in Chemical Research:
METHYL 2,3,6-TRI-O-BENZOYL-ALPHA-D-GALACTOPYRANOSIDE is also utilized in chemical research as a model compound to study the properties and reactivity of sugar derivatives. This helps researchers gain a deeper understanding of the underlying chemical processes and develop new strategies for synthesizing complex molecules.
4. Used in Material Science:
In the field of material science, METHYL 2,3,6-TRI-O-BENZOYL-ALPHA-D-GALACTOPYRANOSIDE can be used to develop new materials with specific properties. Its unique structure and ability to form complexes with other molecules can be exploited to create materials with tailored characteristics, such as improved stability, enhanced reactivity, or specific interactions with other substances.

InChI:InChI=1/C28H26O9/c1-33-28-24(37-27(32)20-15-9-4-10-16-20)23(36-26(31)19-13-7-3-8-14-19)22(29)21(35-28)17-34-25(30)18-11-5-2-6-12-18/h2-16,21-24,28-29H,17H2,1H3/t21-,22-,23-,24-,28-/m0/s1

Upstream product

• 98-88-4 benzoyl chloride 
• 3396-99-4 methyl α-D-galactopyranoside 
• 92516-59-1 methyl 6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-idopyranoside 
• 10257-28-0 D-Galactose 
• 120201-28-7 methyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside 
• 356060-80-5 C₃₇H₄₆O₉Si 

Downstream Products

• 79580-70-4 Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-α-D-galactopyranoside 
• 62377-31-5 methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-galactopyranoside 
• 41881-07-6 methyl 2,3,6-tri-O-benzoyl-4-chloro-4-deoxy-α-D-glucopyranose 
• 84065-98-5 Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside 
• 51996-36-2 methyl 2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside 
• 118314-55-9 methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside 4-(barium sulphate) 
• 3396-99-4 methyl α-D-galactopyranoside 
• 77454-00-3 1,4-di-O-acetyl-2,3,6-tri-O-benzoyl-α-D-galactopyranose 
• 81348-22-3 methyl 2,3,6-tri-O-benzoyl-4-O-benzyl-α-D-galactopyranoside 
• 4137-34-2 methyl 2,3,6-tri-O-benzoyl-4-O-methylsulphonyl-α-D-galactopyranoside 
• 114682-51-8 methyl 2,3,6-tri-benzoyl-4-O-(bromoacetyl)-α-D-galactopyranoside 
• 74593-33-2 C₃₅H₃₂O₁₁S 
• 79233-80-0 methyl 2,3,6-tri-O-benzoyl-4-O-(imidazol-1-ylthiocarbonyl)-α-D-galactopyranoside 
• 57784-07-3 C₃₄H₂₉BrO₁₁S 

Relevant academic research and scientific papers

COMPOSITION COMPRISING SULPHATED GALACTOSE, AND IMPLEMENTATIONS THEREOF

The present disclosure discloses a composition comprising: (a) at least one sulphated galactose; and (b) at least one saccharide selected from a group consisting of disaccharide, trisaccharide, tetrasaccharide, pentasaccharide, and salts thereof. The pres

Total synthesis method for xinaomycin

The invention belongs to the technical field of pharmaceutical chemistry and organic synthesis, and aims to provide a chemical total synthesis method for xinaomycin. The method comprises the steps of:using D-galactose and the like as raw materials, firstly carrying out 8 steps of reactions to obtain a compound 14, then performing condensation on the compound 14 and uracil to obtain a compound 15,performing 4 steps of reactions to obtain a compound 19, performing condensation on the compound 19 and a compound 6 to obtain a compound 20, and finally removing an ester protecting group and a Cbzprotecting group in turn, so as to obtain the natural product xinaomycin. The total synthesis method of the present invention is a method for synthesizing the natural product xinaomycin for the firsttime. The total synthesis method has the advantages of high product purity, low cost, simple operation and the like.

Deprotection of silyl ethers by using SO3H silica gel: Application to sugar, nucleoside, and alkaloid derivatives

We applied a desilylation procedure using SO3H silica gel, with the surface modified by alkylsulfonic acid groups, to silylated sugar, nucleoside, and alkaloid derivatives. The treatment with SO3H silica gel provided desilylated products in good to excellent yield. In the reactions of sugar and nucleoside derivatives, no silyl residue was detected in the crude products, but the crude products of the reaction of alkaloids contained small amounts of silyl residues. Even though the sugar and nucleoside derivatives had a labile glycosyl and C–N bond, respectively, these bonds tolerated the reaction conditions. These outcomes suggested that the desilylation procedure using SO3H silica gel would be applicable to the deprotection of a variety of types of compounds protected by silyl groups. In a gram scale experiment, the desilylation procedure successfully proceeded without the observation of any silyl residue in the crude product.

Glucose positions affect the phloem mobility of glucose-fipronil conjugates

In our previous work, a glucose-fipronil (GTF) conjugate at the C-1 position was synthesized via click chemistry and a glucose moiety converted a non-phloem-mobile insecticide fipronil into a moderately phloem-mobile insecticide. In the present paper, fipronil was introduced into the C-2, C-3, C-4, and C-6 positions of glucose via click chemistry to obtain four new conjugates and to evaluate the effects of the different glucose isomers on phloem mobility. The phloem mobility of the four new synthetic conjugates and GTF was tested using the Ricinus seedling system. The results confirmed that conjugation of glucose at different positions has a significant influence on the phloem mobility of GTF conjugates.

Glucose positions affect the phloem mobility of glucose-fipronil conjugates

In our previous work, a glucose-fipronil (GTF) conjugate at the C-1 position was synthesized via click chemistry and a glucose moiety converted a non-phloem-mobile insecticide fipronil into a moderately phloem-mobile insecticide. In the present paper, fipronil was introduced into the C-2, C-3, C-4, and C-6 positions of glucose via click chemistry to obtain four new conjugates and to evaluate the effects of the different glucose isomers on phloem mobility. The phloem mobility of the four new synthetic conjugates and GTF was tested using the Ricinus seedling system. The results confirmed that conjugation of glucose at different positions has a significant influence on the phloem mobility of GTF conjugates.

Quantifying the electronic effects of carbohydrate hydroxy groups by using aminosugar models

Methyl amino-deoxy-glycosides with α- and β-gluco, α-galacto, or α-manno stereochemistry with the amino functionality in each of the four possible non-anomeric positions have been synthesized and their pKa values determined by titration. These

Process development of selectively benzoylated and fluorinated glycosyl donors

Route selection, process development and large-scale preparation of selectively benzoylated and fluorinated d-glucopyranoses, required as glycosyl donors for the synthesis of the SGLT inhibitor SAR7226, are discussed.

Regioselective C-6 hydrolysis of methyl O-benzoyl-pyranosides catalysed by candida rugosa lipase

Hydrolysis of six methyl O-benzoyl-pyranosides has been investigated using Candida rugosa lipase in dioxane/buffer mixtures. The lipase catalysed the hydrolysis of all substrates in a regiospecific manner at C-6, The rate of reaction was dependent on pyra

SYNTHESIS AND USE OF GLYCODENDRIMER REAGENTS

The present invention relates to a chemically modified mutant protein including a cysteine residue substituted for a residue other than cysteine n a precursor protein, the substituted cysteine residue being subsequently modified by reacting the cysteine residue with a glycosylated thiosulfonate. Also a method of producing the chemically modified mutant protein is provided. The present invention also relates to a glycosylated methanethiosulfonate. Another aspect of the present invention is a method of modifying the functional characteristics of a protein including providing a protein and reacting the protein with a glycosylated methanethiosulfonate reagent under conditions effective to produce a glycoprotein with altered functional characteristics as compared to the protein. In addition, the present invention relates to methods of determining the structure-function relationships of chemically modified mutant proteins. The present invention also relates to synthetic methods for producing thio-glycoses, the thio-glycoses so produced, and to methods for producing glycodendrimer reagents.

Regioselective benzoylation of sugars mediated by excessive Bu2SnO: Observation of temperature promoted migration

Regioselective benzoylation of carbohydrates using an excess of dibutyltin oxide (Bu2SnO) at increased reaction temperatures has been developed for the synthesis of several glycoside benzoates with one or two free hydroxyl groups, including gal