956038-68-9

Upstream product

• 956038-67-8 (2R,3R)-2,3-O-benzylidene-1-O-(4-methoxybenzyl)butane-1,2,3,4-tetrol 
• 58383-35-0 (R,R)-trans-bis(hydroxymethyl)-1,4-dioxa-5 phenylpentane 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 956038-69-0 (2R,3R)-3-O-benzyl-4-O-(4-methoxybenzyl)-1-O-(thexyldimethylsilyl)butane-1,2,3,4-tetrol 
• 947747-25-3 (2S,3S,4R)-2-azido-3-benzyloxy-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)octadec-5-yn-4-ol 
• 947747-16-2 (2S,3S)-3-azido-2-benzyloxy-4-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)butan-1-ol 
• 947747-43-5 (2S,3S)-3-azido-2-benzyloxy-4-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)butanal 
• 956038-71-4 (2S,3S)-3-azido-2-O-benzyl-1-O-(4-methoxybenzyl)butane-1,2,4-triol 
• 956038-72-5 (2S,3S)-3-azido-2-benzyloxy-1-(4-methoxybenzyloxy)-4-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)butane 
• 956038-73-6 (2S,3S,4R)-2-azido-3-benzyloxy-8-methyl-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)non-5-yn-4-ol 
• 956038-74-7 (2S,3S,4R)-2-azido-3-benzyloxy-7-phenyl-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)hept-5-yn-4-ol 
• 956038-77-0 (2S,3S,4R)-3-benzyloxy-2-docosanoylamino-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)octadec-5-yn-4-ol 
• 956038-78-1 (2S,3S,4R)-3-benzyloxy-2-docosanoylamino-8-methyl-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)non-5-yn-4-ol 
• 956038-80-5 (2S,3S)-3-azido-2-benzyloxy-1-(4-methoxybenzyloxy)-4-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyloxy)butane 
• 956038-81-6 (2S,3S)-3-azido-2-benzyloxy-1-(4-methoxybenzyloxy)-4-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)butane 
• 956038-82-7 (2S,3S)-3-azido-2-benzyloxy-4-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)butan-1-ol 
• 956038-83-8 (2S,3S)-3-azido-2-benzyloxy-4-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)butanal 

Relevant academic research and scientific papers

A general and stereoselective route to α- or β- galactosphingolipids via a common four-carbon building block

(Chemical Equation Presented) A general synthetic strategy toward α- or β-galactosylceramides and their analogues from 3-azido-2-O-benzyl-1-O- (4-methoxybenzyl)butane-1,2,4-triol is described. The key steps for the installation of the main lipid chain are either a diasteroselective alkynylation reaction yielding the 4R stereocenter of phytosphingosine or a Wittig olefination generating the trans double bond of sphingosine. The methodology allows the preparation of different glycolipids with variations in the structure of the sphingoid base. In particular, three α-GalCer-related compounds have been synthesized and evaluated for their ability to activate CD1d-restricted T-cells.