128377-12-8

Basic information

• Product Name: O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->1)-3-O-tert-butyldiphenylsilyl-2N-tetracosanoyl-(4E)-sphingenine
• CAS NO: 128377-12-8
• Molecular Weight: 1795.33
• Mol File: 128377-12-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->1)-3-O-tert-butyldiphenylsilyl-2N-tetracosanoyl-(4E)-sphingenine(CAS DataBase Reference)
• NIST Chemistry Reference: O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->1)-3-O-tert-butyldiphenylsilyl-2N-tetracosanoyl-(4E)-sphingenine(128377-12-8)
• EPA Substance Registry System: O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->1)-3-O-tert-butyldiphenylsilyl-2N-tetracosanoyl-(4E)-sphingenine(128377-12-8)

Safety Data

• Hazardous Substances Data: 128377-12-8(Hazardous Substances Data)

Upstream product

• 557-59-5 n-tetracosanoic acid 

Downstream Products

• 113421-38-8 O-α-D-mannopyranosyl-(1->3)-O-β-D-mannopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->1)-2-N-tetracosanoyl-(4E)-sphingenine 

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.