287922-86-5

Upstream product

• 287922-87-6 ((2S,3R,4R,5S,6R)-2-Allyloxy-4,5-bis-benzyloxy-6-benzyloxymethoxymethyl-tetrahydro-pyran-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester 
• 287922-85-4 allyl-3,4-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 
• 287922-84-3 allyl 3-O-benzyl-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 3587-60-8 Benzyloxymethyl chloride 
• 545-06-2 trichloroacetonitrile 
• 183388-21-8 allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of Helicobacter pylori lipid A and its analogue using p-(trifluoromethyl)benzyl protecting group

Synthesis of lipid A 1 isolated from Helicobacter pylori strain-206-1 has been achieved in 2.2% total yield through 14 steps from D-glucosamine by employing a p-(trifluoromethyl)benzyl group for protection of the hydroxy group on the 3-hydroxy fatty acid residue. The synthetic specimen was identical with the natural counterpart in chromatographic, spectroscopic, and biological aspects. A structural analogue 2 which lacks the ethanolamine residue of 1 was also synthesized, and 2 was found to exhibit less potent IL-1β-inducing activity than 1. (C) 2000 Elsevier Science Ltd.