205371-71-7

Upstream product

• 100-02-7 4-nitro-phenol 
• 506-46-7 1-hexacosanoic acid 
• 145411-41-2 hexacosanoyl chloride 

Downstream Products

• 872356-75-7 (2S,3R)-3-O-benzyl-2-(N-hexacosanoylamino)octadecan-1,3-diol 
• 872356-76-8 (2S,3R)-3-benzyloxy-2-(N-hexacosanoylamino)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)octadecane 
• 1020409-87-3 (2S,3R,6R,7S)-2,7-(di-N-hexacosanoylamino)-3,6-dihydroxy-1,8-di(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)oct-4-ene 
• 865880-62-2 C₇₉H₁₂₃NO₈ 
• 865880-66-6 C₈₀H₁₂₅NO₈ 
• 1186196-18-8 (2S,3R)-3-benzyloxy-1-(2'',3'',6''-tri-O-benzyl-4''-deoxy-α-D-galactopyranosyl)-2-hexacosanoylaminooctadecane 
• 1337559-31-5 1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-hexacosanoylamino)-3',4'-dihydroxyoctadecyl]-2,3,4,6-tetra-O-benzyl-α-D-galactopyranose 
• 1356221-05-0 (5S)-5-(hexacosanoylamino)-4,4-difluoro-6-O-(2,3,4,6-tetra-O-benzyl-α-galactopyranosyl)-hex-1-ene 

Relevant academic research and scientific papers

Synthesis of a 2 -Deoxy-β-GalCer

Structural studies of ternary complexes of CD1d/glycosyl ceramides/iNKT cells and CD1d/sulfatide/sulfatide reactive Type II NKT cells have shown how the polar moieties on the glycolipids interact with both the antigen presenting protein (CD1d) and the T cell receptors. However, these structures alone do not reveal the relative importance of these interactions. This study focuses on the synthesis of the previously unknown 2''-deoxy-β-galactosyl ceramide 2. This glycolipid is also evaluated for its ability to stimulate iNKT cells and sulfatide-reactive Type II NKT cells.

ALPHA-GALACTOSYLCERAMIDE ANALOGS, THEIR METHODS OF MANUFACTURE, INTERMEDIATE COMPOUNDS USEFUL IN THESE METHODS, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The invention relates to α-galactoceramide analogs, their methods of manufacture, intermediate compounds useful in these methods. It also relates to pharmaceutical compositions containing the α-galactoceramide analogs. The methods of manufacture of the invention involve the use of unsaturated intermediate compounds which enable to synthesize α-galactoceramide analogs by a mere metathesis reaction. The α-galactoceramide analogs of the invention are useful as active ingredients of pharmaceutical compositions, particularly in pharmaceutical compositions having anti-cancerous properties.