128377-34-4

Basic information

• Product Name: 2,3,4-Tri-O-acetyl-beta-D-xylopyranosyl trichloroacetimidate
• Synonyms: 2,3,4-Tri-O-acetyl-β-D-xylopyranosyl trichloroacetimidate
• CAS NO: 128377-34-4
• Molecular Formula: C₁₃H₁₆Cl₃NO₈
• Molecular Weight: 420.63
• Mol File: 128377-34-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 395.3±52.0 °C(Predicted)
• Appearance: /
• Density: 1.58±0.1 g/cm3(Predicted)
• PKA: 1.39±0.70(Predicted)
• CAS DataBase Reference: 2,3,4-Tri-O-acetyl-beta-D-xylopyranosyl trichloroacetimidate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-Tri-O-acetyl-beta-D-xylopyranosyl trichloroacetimidate(128377-34-4)
• EPA Substance Registry System: 2,3,4-Tri-O-acetyl-beta-D-xylopyranosyl trichloroacetimidate(128377-34-4)

Safety Data

• Hazardous Substances Data: 128377-34-4(Hazardous Substances Data)

Usage

General Description

2,3,4-Tri-O-acetyl-beta-D-xylopyranosyl trichloroacetimidate is a complex chemical compound that is used in organic synthesis and carbohydrate chemistry. It is a trichloroacetimidate derivative of xylose, a type of sugar, and is used as a glycosyl donor in the synthesis of oligosaccharides and glycoconjugates. 2,3,4-Tri-O-acetyl-beta-D-xylopyranosyl trichloroacetimidate is a versatile building block for the synthesis of various natural and non-natural carbohydrate derivatives and has applications in pharmaceutical and biotechnology industries. Its complex structure and reactivity make it a valuable tool for chemists and researchers working in the field of carbohydrate chemistry and drug development.

Upstream product

• 62446-93-9 1,2,3,4-tetra-O-acetyl-D-xylopyranose 
• 106820-14-8 2,3,4-Tri-O-acetyl-D-xylopyranose 
• 545-06-2 trichloroacetonitrile 

Relevant articles and documents

TOTAL SYNTHESIS OF THE MOLLU-SERIES GLYCOSYL CERAMIDES α-D-Manp-(1->3)-β-D-Manp-(1->4)-β-D-Glcp-(1->1)-Cer AND α-D-Manp-(1->3)-2)>-β-D-Manp-(1->4)-β-D-Glcp-(1->1)-Cer

The mollu-series glycosphingolipids, O-α-D-mannopyranosyl-(1->3)-O-β-D-mannopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->1)-2-N-tetracosanoyl-(4E)-sphingenine and O-α-D-mannopyranosyl-(1->3)-O-2)>-O-β-D-mannopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->1)-2-N-tetracosanoyl-(4E)-sphingenine, were synthesized for the first time by using 2,3,4-tri-O-acetyl-D-xylopyranosyl trichloroacetimidate, methyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside, benzyl O-(4,6-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 9, and (2S,3R,4E)-2-azido-3-O-(tert-butyldiphenylsilyl)-4-octadecene-1,3-diol 6 as the key intermediates.The hexa-O-benzyl disaccharide 9 was prepared by coupling two monosaccharide synthons, namely, 2,3-di-O-allyl-4,6-di-O-benzyl-α-D-mannopyranosyl bromide and benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside.It was demonstrated that azide 6 was highly efficient as a synthon for the ceramide part in the coupling with both glycotriaosyl and glycotetraosyl donors, particularly in the presence of trimethylsilyl triflate.