87326-32-7

Basic information

• Product Name: ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE
• Synonyms: ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE;Allyl2,3-di-O-benzyl-a-D-glucopyranoside
• CAS NO: 87326-32-7
• Molecular Formula: C₂₃H₂₈O₆
• Molecular Weight: 400.46482
• Mol File: 87326-32-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE(87326-32-7)
• EPA Substance Registry System: ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE(87326-32-7)

Safety Data

• Hazardous Substances Data: 87326-32-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE is used as a protecting group for the hydroxyl group of the glucose molecule, allowing for selective chemical reactions to occur on other parts of the molecule. This selective protection is crucial in complex organic synthesis processes, where specific reactions need to be directed to particular sites on a molecule.
Used in Pharmaceutical Research:
In the field of medicinal chemistry, ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE has been identified for its potential pharmacological activities. It is particularly of interest in anti-inflammatory and anti-cancer research, where its unique structure and properties may contribute to the development of new therapeutic agents.
Used in Chemical Synthesis Industry:
ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE is used as a key intermediate in the synthesis of various complex organic compounds. Its ability to protect the hydroxyl group of the glucose molecule makes it a valuable tool in the production of pharmaceuticals, agrochemicals, and other specialty chemicals that require precise structural control.
Used in Medicinal Chemistry Research:
ALLYL-2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE is utilized in the research and development of new drugs, especially those targeting inflammation and cancer. Its potential as a pharmacological agent is being explored to understand its mechanisms of action and to harness its properties for therapeutic benefits.

Upstream product

• 93382-48-0 allyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 2280-44-6 D-Glucose 
• 100-39-0 benzyl bromide 
• 87326-31-6 1-O-allyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 103833-57-4 allyl 4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranoside 

Downstream Products

• 143836-20-8 (2S,4aR,6S,7R,8S,8aR)-6-Allyloxy-7,8-bis-benzyloxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester 
• 118282-21-6 methyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranuronate 
• 126733-28-6 (2S,3S,4S,5R,6S)-6-Allyloxy-4,5-bis-benzyloxy-3-(4-oxo-pentanoyloxy)-tetrahydro-pyran-2-carboxylic acid 
• 128564-05-6 methyl (allyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate 
• 118282-20-5 methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate 
• 417707-71-2 allyl 2,3-di-O-benzyl-6-O-tosyl-α-D-glucopyranoside 

Relevant articles and documents

COMPOUND RETAINED IN TUMOR

A novel compound which specifically resides in a tumor, a method for allowing it to reside in a tumor, and a method for detecting, diagnosing, and treating tumor with use thereof are provided. The present invention relates to a compound represented by chemical formula (I) wherein R is an anionic group binding to hydrogen, R1 is OH, OCOH, OCO(CH2)hCH3, or an acting group, h being an integer of 0 or more, R2 is H, OH, OCOH, OCO(CH2)iCH3, or an acting group, i being an integer of 0 or more, R3 is OH, SO3H, or an acting group, R4 is OH, SO3H, or an acting group, and R5 is OH, SO3H, or an acting group, at least one of R1, R2, R3, R4, and R5 containing an acting group, or pharmaceutically acceptable salts thereof.

A convenient method for highly selective deprotection of benzylidene acetals from sugars

A new procedure for cleavage of benzylidene acetals from glycopyranosides using tin (II) chloroide is described which does not affect other protecting groups such as benzoyl, acetyl, benzyl, and acetonide.

SYNTHESIS OF HEPARIN FRAGMENTS. A CHEMICAL SYNTHESIS OF THE PENTASACCHARIDE O-(2-DEOXY-2-SULFAMIDO-6-O-SULFO-α-D-GLUCOPYRANOSYL)-(1->4)-O-(β-D-GLUCOPYRANOSYLURONIC ACID)-(1->4)-O-(2-DEOXY-2-SULFAMIDO-3,6-DI-O-SULFO-α-D-GLUCOPYRANOSYL)-(1->4)-O-(2-O-SULFO-

Known allyl 4,6-O-benzylidene-α-D-glucopyranoside was first converted into methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)-uronate.Acid hydrolysis, followed by treatment with (bromomethylene)dimethylammonium bromide, gave methyl (