10548-53-5

Basic information

• Product Name: benzyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside
• Synonyms: benzyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside
• CAS NO: 10548-53-5
• Molecular Weight: 366.368
• Mol File: 10548-53-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: benzyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside(10548-53-5)
• EPA Substance Registry System: benzyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside(10548-53-5)

Safety Data

• Hazardous Substances Data: 10548-53-5(Hazardous Substances Data)

Upstream product

• 62446-93-9 1,2,3,4-tetra-O-acetyl-D-xylopyranose 
• 100-39-0 benzyl bromide 
• 87-72-9 D-Xylose 
• 506-96-7 Acetyl bromide 
• 100-51-6 benzyl alcohol 
• 108-24-7 acetic anhydride 
• 182212-09-5 benzyl D-xylopyranoside 
• 3068-31-3 1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose 

Downstream Products

• 10548-61-5 benzyl-β-D-xylopyranoside 
• 142410-45-5 benzyl 2,3-isopropylidene-4-O-(1-methoxy-1-methylethyl)-β-D-xylopyranoside 
• 142048-02-0 benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1-4)-β-D-xylopyranoside 
• 138515-35-2 Benzyl 2,3-O-isopropylidene-β-D-xylopyranoside 
• 185380-73-8 benzyl O-(3-O-allyl-2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-β-D-xylopyranoside 

Relevant articles and documents

A method for one-step synthesis of peracetylated-alpha-O-benzyl saccharides

The invention relates to the technical field of chemical synthetic methods of saccharides, and particularly relates to a method for one-step synthesis of peracetylated-alpha-O-benzyl saccharides. A peracetylated monosaccharide is adopted as a donor, benzyl alcohol is adopted as a receptor, 1,2-dichloroethane is adopted as a reaction solvent, a peracetylated-alpha-O-benzyl saccharide is synthesizedthrough reaction under catalysis of ferric chloride anhydrous, and the reaction temperature is 10-40 DEG C. The method is high in regional universality, low in receptor consumption, mild in reactionconditions, high in yield, and high in stereoselectivity and can be used for large-scale production of target products. The catalyst is nontoxic and easily available.

Anomeric O-Alkylation, 11. Anomeric O-Alkylation of O-Unprotected Hexoses and Pentoses - Convenient Synthesis of Decyl, Benzyl, and Allyl Glycosides

The base-promoted reaction of O-unprotected aldoses 1-6 with didecyl sulfate in DMPU affords decyl glycosides 1aα-6aα and 1aβ, 3aβ-6aβ in good overal yields.Similarly, the treatment of O-unprotected hexoses 1-4 and pentoses 5 and 6 with benzyl bromide and allyl bromide yields after subsequent O-acetylation monosaccharides 1cα-6cα, 1cβ, 3cβ-6cβ and 1dα-6dα, 1dβ, 3dβ-6dβ, respectively.The regio- and stereoselectivity in these reactions was determined by 1H-NMR spectroscopic data of the O-acetylated derivatives.Key Words: Aldoses, O-unprotected, glycoside formation / Anomeric oxides, alkylation / Alkylating agents, didecyl sulfate, benzyl bromide, allyl bromide / α-D-galacto-furanosides