862718-93-2

Upstream product

• 287962-77-0 (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 862718-88-5 (3R,4S,5R)-4,5-O-isopropylidene-1-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-1-decyne-3,4,5-triol 
• 862718-90-9 (R)-1-((4S,5R)-2,2-Dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propan-1-ol 
• 132015-83-9 ((4S,5R)-2,2-dimethyl-5-propyl-1,3-dioxolan-4-yl)methanol 
• 862718-87-4 [(4S,5R)-2,2-Dimethyl-5-((Z)-pent-1-enyl)-[1,3]dioxolan-4-yl]-methanol 
• 862718-92-1 (3S,4S,5R)-4,5-O-isopropylidene-1-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-3-tetracosanoylamino-4,5-decanediol 
• 132015-82-8 (2R,3R)-2,3-isopropylidenedioxyoctanal 

Relevant academic research and scientific papers

Synthesis and biological evaluation of truncated α-galactosylceramide derivatives focusing on cytokine induction profile

A series of truncated analogs of α-galactosylceramide with altered ceramide moiety was prepared, and evaluated for Th2-biased response in the context of IL-4/IFN-γ ratio. Phytosphingosine-modified analogs including cyclic, aromatic and ethereal compounds

A concise synthesis of (3S,4S,5R)-1-(α-d-galactopyranosyl)-3- tetracosanoylamino-4,5-decanediol, a C-glycoside analogue of immunomodulating α-galactosylceramide OCH

A concise and convergent synthesis of the C-glycoside analogue 2b of immunomodulating α-galactosylceramide OCH 1b starting from readily available 2,3,4,6-tetra-O-benzyl-d-galactose 3 and l-arabinose 6 is described. The synthesis features the nucleophilic addition of an α-ethynyl sugar 5 to the phytosphingosine-precursor aldehyde 9 and would be applicable to a variety of C-glycoside analogues of interest.