52783-53-6

Basic information

• Product Name: methyl 3,5-O-di-t-butylsilylene-α-D-arabinofuranoside
• Synonyms: methyl 3,5-O-di-t-butylsilylene-α-D-arabinofuranoside;1-O-Methyl-2,3,5-Tri-O-Benzoly-Beta-D-Ribofuranse
• CAS NO: 52783-53-6
• Molecular Formula: C₂₇H₂₄O₈
• Molecular Weight: 476.48
• EINECS: -0
• Mol File: 52783-53-6.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl 3,5-O-di-t-butylsilylene-α-D-arabinofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,5-O-di-t-butylsilylene-α-D-arabinofuranoside(52783-53-6)
• EPA Substance Registry System: methyl 3,5-O-di-t-butylsilylene-α-D-arabinofuranoside(52783-53-6)

Safety Data

• Hazardous Substances Data: 52783-53-6(Hazardous Substances Data)

Usage

General Description

Methyl 3,5-O-di-t-butylsilylene-α-D-arabinofuranoside is a chemical compound that belongs to the class of arabinofuranosides, which are a type of glycoside. This particular compound is a derivative of the sugar arabinose, and it is modified with t-butylsilylene groups at the 3 and 5 positions. The t-butylsilylene groups are added to protect the hydroxyl groups of the arabinofuranoside, making it more stable and less reactive. methyl 3,5-O-di-t-butylsilylene-α-D-arabinofuranoside may be used in organic synthesis, especially in the preparation of other arabinofuranosides for various research and industrial purposes.

Upstream product

• 67-56-1 methanol 
• 10323-20-3 D-Arabinose 
• 98-88-4 benzoyl chloride 
• 70051-90-0 tri-O-benzoyl-β-D-arabinofuranosyl bromide 
• 4348-68-9 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide 
• 56607-40-0 methyl D-arabinofuranoside 
• 79083-42-4 methyl D-arabinofuranoside 
• 532-20-7 D-arabinofuranose 
• 1824-96-0 Methyl α-lyxofuranoside 
• 58510-41-1 di-O-benzoyl-1,2-O-(α-methoxybenzylidene)-α-D-ribofuranose 
• 7473-45-2 1-O-methyl-D-ribofuranose 
• 5517-60-2 methyl 3'-O-benzoyl-2,3-O-isopropylidene-β-D-apiofuranoside 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 532-20-7 D-Ribose 

Downstream Products

• 23316-67-8 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile 
• 32754-27-1 methyl 3,5-di-O-benzoyl-β-D-ribofuranoside 
• 5517-61-3 methyl 3'-O-benzoyl-β-D-apiofuranoside 
• 50907-84-1 methyl 2,5-di-O-benzoyl-β-D-ribofuranoside 
• 67525-66-0 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 7473-45-2 1-O-methyl-D-ribofuranose 
• 4348-68-9 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide 
• 1463-10-1 5-Methyluridine 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 99212-30-3 deoxyfuconojirimycin 
• 139639-76-2 Toluene-4-sulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-ethyl ester 
• 22224-42-6 O²-Acetyl-O¹,O³,O⁵-tribenzoyl-β-D-arabinofuranose 
• 122999-79-5 O¹,O³,O⁵-tribenzoyl-O²-methanesulfonyl-β-D-arabinofuranose 
• 1032633-76-3 1,2,3,5-tetra-O-benzoyl-β-D-arabinofuranose 

Relevant articles and documents

Method for preparing 1-O-acetyl-2, 3, 5-tri-O-benzoyl-1-beta-D-ribofuranose

The invention relates to the field of organic synthesis, in particular to a method for preparing 1-O-acetyl-2, 3, 5-tri-O-benzoyl-1-beta-D-ribofuranose, which comprises the following steps: mixing D-ribose with methanol and a catalyst, heating to react, neutralizing, and concentrating to obtain a methyl esterification intermediate III; mixing the methyl esterification intermediate III with an organic solvent, 4-dimethylaminopyridine and an acid-binding agent, cooling, dropwise adding benzoyl chloride for reaction, washing with water for layering, and drying to obtain a benzoylated intermediateII; finally, mixing the benzoylated intermediate II with an organic solvent and acetic anhydride, then adding a catalyst, stirring, carrying out heat preservation reaction for 10-20 hours at the temperature of 0-70 DEG C, and after the reaction is qualified, cooling, crystallizing and centrifuging to obtain a crude product; finally, performing recrystallization and centrifugal drying to obtain the 1-O-acetyl-2, 3, 5-tri-O-benzoyl-1-beta-D-ribofuranose, and obtaining the 1-O-acetyl-2, 3, 5-tri-O-benzoyl-1-beta-D-ribofuranose. The method has the advantages of short reaction steps, high chemicaland optical purity, simple operation, easily available raw materials, low cost, small amount of three wastes, environmental friendliness and the like, and is suitable for industrial production.

Preparation of the tri-arabino di-mycolate fragment of mycobacterial arabinogalactan from defined synthetic mycolic acids

An efficient synthetic approach to tri-arabino di-mycolates, using structurally defined synthetic α-, keto and methoxy mycolic acids is described.

Automated solid phase synthesis of oligoarabinofuranosides

Automated solid phase synthesis enables rapid access to the linear and branched arabinofuranoside oligosaccharides. A simple purification step is sufficient to provide the conjugation ready oligosaccharides in good yield.