195323-41-2

Basic information

• Product Name: 2-(tetradecyl)hexadecyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactopyranoside
• Synonyms: 2-(tetradecyl)hexadecyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactopyranoside
• CAS NO: 195323-41-2
• Molecular Weight: 1027.55
• Mol File: 195323-41-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(tetradecyl)hexadecyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(tetradecyl)hexadecyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactopyranoside(195323-41-2)
• EPA Substance Registry System: 2-(tetradecyl)hexadecyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-β-D-galactopyranoside(195323-41-2)

Safety Data

• Hazardous Substances Data: 195323-41-2(Hazardous Substances Data)

Upstream product

• 171733-54-3 2-(tetradecyl)hexadecyl β-D-galactopyranoside 
• 171733-75-8 Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-4-yl ester 
• 86520-63-0 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate 
• 98-88-4 benzoyl chloride 
• 195323-40-1 (2R,3R,4S,5R,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3,4,5-triol 
• 158847-14-4 2-tetradecylhexadecan-1-ol 

Downstream Products

• 195323-42-3 2-(tetradecyl)hexadecyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside 

Relevant articles and documents

Synthetic studies on selectin ligands/inhibitors: A systematic sysnthersis of sulfatide and its higher congeners carrying 2-(tetradecyl)hexadecyl group as a ceramide substitute

A systematic synthesis of sulfatide (I) and novel sulfatide analogs (II-VI) carrying 2-(tetradecyl)hexadecyl group as a ceramide substitute is described. The 3-O-, 4-O-and 3,4-di-O-levulinoyl derivatives of galactopyranosyl trichloroacetimidates (1, 12, and 13) were coupled with (2S,3R,4E)-3-O-acetyl-2-octadecanamido-4-octadecene-1,3-diol or 2-(tetradecyl)hexadecan-1-ol. The resulting glycolipids (2, 4, 14, and 15) were each transformed, by selective removal of the levulinoyl group(s), and successive sulfation and de-O-acylation, into the 3-sulfates (I, II), 4-sulfate (III), and 3,4-disulfate (IV). The 6-sulfate (V) was prepared from 2-(tetradecyl)hexadecyl β-D-galactopyranoside (21) via the 6-0-t-butyldimethylsilyl derivative, while the 3'-sulfate of 2-(tetradecyl)hexadecyl β-D-lactoside (VI) was synthesized from 2-(trimethylsilyl)ethyl 3'-O-benzyl-β-D-lactoside (26). The structures of the sulfated glycolipids (I-VI) were characterized by ion-spray MS, MS/MS, and 1H NMR spectrometry.