117168-59-9

Basic information

• Product Name: (2S,3S,4R)-2-Azido-1,3,4-octadecanetriol
• Synonyms: (2S,3S,4R)-2-Azido-1,3,4-octadecanetriol;2S-(2R*,3R*,4S*)]-2-Azido-1,3,4-octadecanetriol
• CAS NO: 117168-59-9
• Molecular Formula: C₁₈H₃₇N₃O₃
• Molecular Weight: 343.50468
• Product Categories: Aliphatics;Chiral Reagents;Aliphatics, Chiral Reagents
• Mol File: 117168-59-9.mol
• Article Data: 39

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane, Methanol
• CAS DataBase Reference: (2S,3S,4R)-2-Azido-1,3,4-octadecanetriol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R)-2-Azido-1,3,4-octadecanetriol(117168-59-9)
• EPA Substance Registry System: (2S,3S,4R)-2-Azido-1,3,4-octadecanetriol(117168-59-9)

Safety Data

• Hazardous Substances Data: 117168-59-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

(2S,3S,4R)-2-Azido-1,3,4-octadecanetriol can control immune activity with light to improve the immunostimulatory activity of α-?galactosylceramide.

InChI:InChI=1/C18H37N3O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(23)18(24)16(15-22)20-21-19/h16-18,22-24H,2-15H2,1H3/t16-,17+,18-/m0/s1

Upstream product

• 161459-73-0 (4S,5S)-5-Azido-4-((R)-1-methoxymethoxy-pentadecyl)-2,2-dimethyl-[1,3]dioxane 
• 303752-90-1 1,3-O-benzylidene-(D-arabino/L-xylo)-1,2,3,4-octadecanetetrol 
• 150162-78-0 (2R,3S)-1,3-O-benzylidene-1,2,3-octadecanetriol-4-one 
• 4099-88-1 (3aS,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-ol 
• 117168-58-8 2-azido-1,3-O-benzylidene-D-ribo-1,3,4-octadecanetriol 
• 1431220-30-2 C₃₃H₄₇NO₉S 
• 117168-66-8 1,3-O-benzylidene-2-O-methanesulfonyl-L-xylo-1,2,3,4-octadecanetetrol 
• 117168-65-7 (2R,3R,4S)-1,3-O-benzylidene-1,2,3,4-octadecanetetrol 
• 77844-50-9 (2S,3S,4R)-2-aminooctadecane-1,3,4-triol hydrochloride 
• 175435-57-1 (2R)-2-(tert-butyldimethylsilyloxy)-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethanol 
• 38084-06-9 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-D-psicofuranose 
• 34626-95-4 1,2:3,4-di-O-isopropylidene-β-D-psicofuranose 
• 1350290-13-9 (2S,3R,4R)-1,3,4-trihydroxyoctadecan-2-yl methanesulfonate 
• 1350290-12-8 (2S)-2-(tert-butyldimethylsilyloxy)-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethyl methanesulfonate 

Downstream Products

• 160280-66-0 (2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol 
• 303752-86-5 (2S,3S,4R)-2-azido-1-(((2S,4aS,6S,7R,8S,8aR)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)octadecane-3,4-diol 
• 916159-68-7 (2S,3S,4R)-2-azido-1-(tert-butyldiphenylsilyloxy)octadecane-3,4-diol 
• 160280-67-1 (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol 
• 202812-10-0 (2S,3S,4S)-2-azido-3,4-di-O-benzyl-octadecan-1,3,4-triol 
• 916159-70-1 (2S,3R)-(E)-2-azido-1-(tert-butyldiphenylsilyloxy)octadec-4-en-3-ol 
• 916159-71-2 (2S,3S,4S)-2-azido-1-(tert-butyldiphenylsilyloxy)-4-iodooctadecan-3-ol 
• 916159-69-8 [(S)-2-azido-2-((4S,5R)-2,2-dioxo-5-tetradecyl-2λ⁶-[1,3,2]dioxathiolan-4-yl)ethoxy]-tert-butyldiphenylsilane 
• 928634-52-0 (4S,5R)-4-((S)-1-Azido-2-trityloxy-ethyl)-5-tetradecyl-[1,3,2]dioxathiolane 2,2-dioxide 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 103348-49-8 2-azido-sphingosine 
• 1068564-70-4 (2S,3S,4R)-2-azido-1-benzyloxyoctadecane-3,4-diol 
• 1068564-93-1 (2S,3S,4R)-2-azido-1,3-di(benzyloxy)octadecan-4-ol 
• 129779-76-6 (2S,3S,4R)-1,3,4-tri-O-benzyl-2-azido-1,3,4-octadecanetriol 

Relevant articles and documents

Synthesis of ganglioside Hp-s1

A simple protocol for the synthesis of a ganglioside Hp-s1 (1) starting from commercially available phytosphingosine, sialic acid, and d-glucose is described. This synthesis involved a glycosylation reaction of a phytosphingosine derived acceptor with a h

GLYCOLIPID CONTROLLABLE OF IMMUNE ACTIVITY WITH LIGHT

PROBLEM TO BE SOLVED: To provide means of improving immunostimulation activity of α-galactosylceramide. SOLUTION: The invention provides a compound represented by the general formula (I) in the figure, where Ar represents an aryl group that may be substituted with substituents such as a phenyl group, or a heteroaryl group that may be substituted with substituents, and n represents an integer from 4 to 12. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

A versatile synthesis of αGalCer and its analogues exploiting a cyclic carbonate as phytosphingosine 3,4-diol protecting group

A convenient synthetic strategy to αGalCer and some relevant analogues by using a handily protected phytosphingosine is reported here. The conversion of the phytosphingosine amino group to azide and the protection of 3,4-diol as cyclic carbonate group, cl