179530-55-3

Upstream product

• 87357-67-3 (R)-3-benzyloxytetradecanoic acid 
• 99519-06-9 (R)-3-(benzyloxy)tetradecanoyl chloride 
• 179530-53-1 2,6-anhydro-3-azido-3-deoxy-5,7-O-isopropylidene-D-glycero-D-ido-heptononitrile 
• 99701-76-5 Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-cyano-tetrahydro-pyran-4-yl ester 
• 145840-43-3 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate 
• 94715-56-7 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate 
• 94715-57-8 O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl) trichloroacetimidate 

Downstream Products

• 179530-57-5 diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate 
• 179530-65-5 (2S,3R,4R,5S,6R)-6-Benzyloxycarbonyloxymethyl-3-((R)-3-benzyloxy-tetradecanoylamino)-5-hydroxy-4-((R)-3-tetradecanoyloxy-tetradecanoyloxy)-tetrahydro-pyran-2-carboxylic acid benzhydryl ester 
• 179530-61-1 (4aR,6S,7R,8R,8aS)-7-((R)-3-Benzyloxy-tetradecanoylamino)-2,2-dimethyl-8-((R)-3-tetradecanoyloxy-tetradecanoyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carboxylic acid benzhydryl ester 
• 179530-62-2 (2S,3R,4R,5S,6R)-3-((R)-3-Benzyloxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-4-((R)-3-tetradecanoyloxy-tetradecanoyloxy)-tetrahydro-pyran-2-carboxylic acid benzhydryl ester 
• 179530-59-7 diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-5,7-O-isopropylidene-D-glycero-D-ido-heptonate 

Relevant academic research and scientific papers

Syntheses of 2,6-anhydro-3-deoxy-5-O-phosphono-3-tetradecanamido-4-O- [(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-heptonic acid, its dimeric analogue, and related compounds

Pyran carboxylic acid analogues of GLA-60 (12a, 12b, and 17) and their dimeric analogues (21 and 24) were synthesized in a stereocontrolled manner. Compounds 12a and 17 showed endotoxin antagonistic activity toward human monoblastic U937 cells as an index of the inhibition of LPS-induced TNFα production. Compounds 12b and 24 were less active than 12a and 17, Dimeric ester 21 was practically inactive.