287922-83-2

Basic information

• Product Name: (R)-3-(4-Trifluoromethyl-benzyloxy)-octadecanoic acid ((2S,3R,4R,5S,6R)-2-allyloxy-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide
• CAS NO: 287922-83-2
• Molecular Weight: 840.077
• Mol File: 287922-83-2.mol

Chemical Properties

• CAS DataBase Reference: (R)-3-(4-Trifluoromethyl-benzyloxy)-octadecanoic acid ((2S,3R,4R,5S,6R)-2-allyloxy-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(4-Trifluoromethyl-benzyloxy)-octadecanoic acid ((2S,3R,4R,5S,6R)-2-allyloxy-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide(287922-83-2)
• EPA Substance Registry System: (R)-3-(4-Trifluoromethyl-benzyloxy)-octadecanoic acid ((2S,3R,4R,5S,6R)-2-allyloxy-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide(287922-83-2)

Safety Data

• Hazardous Substances Data: 287922-83-2(Hazardous Substances Data)

Upstream product

• 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 
• 1025449-61-9 allyl-2-amino-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 183388-21-8 allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 

Relevant articles and documents

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.