600168-67-0

Basic information

• Product Name: 1,3-Dioxolane, 4-[(1S)-1-azido-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-5-tetradecyl-, (4S,5R)-
• CAS NO: 600168-67-0
• Molecular Formula: C40H55N3O3
• Molecular Weight: 625.895
• Mol File: 600168-67-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane, 4-[(1S)-1-azido-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-5-tetradecyl-, (4S,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane, 4-[(1S)-1-azido-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-5-tetradecyl-, (4S,5R)-(600168-67-0)
• EPA Substance Registry System: 1,3-Dioxolane, 4-[(1S)-1-azido-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-5-tetradecyl-, (4S,5R)-(600168-67-0)

Safety Data

• Hazardous Substances Data: 600168-67-0(Hazardous Substances Data)

Upstream product

• 86657-56-9 n-tridecylidenetriphenylphosphorane 
• 76-83-5 trityl chloride 
• 160280-62-6 3,4-O-isopropylidene-1-O-triphenylmethyl-D-arabino-octadec-5-en-1,2,3,4-tetraol 
• 532-20-7 D-lyxose 
• 4099-88-1 (3aS,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-ol 
• 600168-66-9 3,4-O-isopropylidene-1-O-triphenylmethyl-D-arabino-octadecane-1,2,3,4-tetraol 
• 765-09-3 1-bromotridecane 
• 603-35-0 triphenylphosphine 
• 13266-02-9 n-tridecyltriphenylphosphonium bromide 

Downstream Products

• 554-62-1 D-ribo-phytosphingosine 
• 1204527-69-4 C₅₀H₇₁N₃O₉ 
• 1384423-78-2 1-O-(α-D-galactopyranosyl)-2-(11-(4-phenoxyphenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 158021-47-7 (2S,3S,4R)-1-(α-D-glucopyranosyloxy)-2-hexacosanoylamino-3,4-octadecanediol 

Relevant articles and documents

HUMAN iNKT CELL ACTIVATION USING GLYCOLIPIDS

Glycosphingolipids (GSLs) compositions and methods for iNKT-independent induction of chemokines are disclosed.

An improved synthesis of dansylated α-galactosylceramide and its use as a fluorescent probe for the monitoring of glycolipid uptake by cells

A highly efficient synthesis of the biologically important fluorescent probe dansyl α-GalCer is presented. Key in our strategy is the incorporation of the fluorescent dansyl group at an early stage in the synthesis to facilitate in the monitoring and purification of intermediates via TLC and flash column chromatography, respectively, and the use of a high yielding α-selective glycosylation reaction between the phytosphingosine lipid and a galactosyl iodide donor. The ability of dansyl α-GalCer to activate iNKT cells and to serve as a fluorescent marker for the uptake of glycolipid by dendritic cells is also presented.

A concise route to phytosphingosine from lyxose

Phytosphingosine was synthesized from the commercially available D-2,3-O-isopropylidene-D-lyxofuranose in 28% overall yield by a six-step procedure. This procedure is expedient and flexible for introduction of other lipid moieties on the phytosphingosine structure to make a variety of derivatives that can support the further exploration of their related biological functions.