160280-67-1

Basic information

• Product Name: (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol
• Synonyms: (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol
• CAS NO: 160280-67-1
• Molecular Weight: 766.08
• Mol File: 160280-67-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol(160280-67-1)
• EPA Substance Registry System: (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol(160280-67-1)

Safety Data

• Hazardous Substances Data: 160280-67-1(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 160280-66-0 (2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol 
• 77844-50-9 (2S,3S,4R)-2-aminooctadecane-1,3,4-triol hydrochloride 
• 117168-59-9 (2S,3S,4R)-2-azido-1,3,4-octadecanetriol 
• 76-83-5 trityl chloride 
• 554-62-1 D-ribo-phytosphingosine 
• 596-43-0 bromo-triphenyl-methane 
• 202812-10-0 (2S,3S,4S)-2-azido-3,4-di-O-benzyl-octadecan-1,3,4-triol 
• 160280-63-7 Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester 
• 160280-64-8 Methanesulfonic acid (E)-(1R,2R,3R)-2,3-dihydroxy-1-hydroxymethyl-heptadec-4-enyl ester 
• 160280-65-9 (2R,3R,4R)-1,3,4-trihydroxyoctadecan-2-yl methanesulfonate 
• 600168-67-0 2-azido-3,4-O-isopropylidene-1-O-triphenylmethyl-D-arabino-octadecane-1,3,4-triol 
• 600168-66-9 3,4-O-isopropylidene-1-O-triphenylmethyl-D-arabino-octadecane-1,2,3,4-tetraol 
• 160280-62-6 3,4-O-isopropylidene-1-O-triphenylmethyl-D-arabino-octadec-5-en-1,2,3,4-tetraol 

Downstream Products

• 848827-63-4 Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-((2S,3S,4R)-2-azido-3,4-bis-benzyloxy-octadecyloxy)-6-methyl-tetrahydro-pyran-3-yl ester 
• 848827-40-7 (2R,3S,4R,5R,6S)-2-((2S,3S,4R)-2-Azido-3,4-bis-benzyloxy-octadecyloxy)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran 
• 160280-69-3 (2S,3S,4R)-3,4-di-O-benzyl-N-hexacosanoyl-1-O-trityl-2-amino-3,4-octadecanetriol 
• 1384423-87-3 1-O-(α-D-galactopyranosyl)-2-(11-(3,4-dichlorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-22-9 1-O-(6-(3-methylphenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-23-0 1-O-(6-(2-methylphenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-21-8 1-O-(6-(3-trifluoromethylphenyl-acetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-20-7 1-O-(6-(3,4-difluorophenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-18-3 1-O-(6-(3,4-di(trifluoromethyl)phenyl-acetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-17-2 1-O-(6-(4-methoxyphenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-16-1 1-O-(6-(4-bromophenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-15-0 1-O-(6-(4-tert-butylphenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-14-9 1-O-(6-(2,4-dinitrophenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 
• 1384424-13-8 1-O-(6-(4-nitrophenylacetamido)-6-deoxy-α-D-galactopyranosyl)-2-(11-(3,4-difluorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol 

Relevant articles and documents

METHODS FOR PREPARATION OF GLYCOSPHINGOLIPIDS AND USES THEREOF

Methods for synthesis and preparation of alpha-glycosphingolipids are provided. Methods for synthesis of α-galactosyl ceramide, and pharmaceutically active analogs and variants thereof are provided. Novel alpha-glycosphingolipids are provided, wherein the compounds are immunogenic compounds which serve as ligands for NKT (natural killer T) cells.

Introduction of aromatic group on 4′-OH of α-GalCer manipulated NKT cell cytokine production

The glycosphingolipid α-GalCer has been found to influence mammalian immune system significantly through the natural killer T cells. Unfortunately, the pre-clinical and clinical studies revealed several critical disadvantages that prevented the therapeutic application of α-GalCer in treating cancer and other diseases. Recently, the detailed illustration of the CD1d/α-GalCer/NKT TCR complex crystal structural, together with other latest structural and biological understanding on glycolipid ligands and NKT cells, provided a new platform for developing novel glycolipid ligands with optimized therapeutic effects. Here, we designed a series of novel aromatic group substituted α-GalCer analogues. The biological activity of these analogues was characterized and the results showed the unique substitution group manipulated the immune responses of NKT cells. Computer modeling and simulation study indicated the analogues had unique binding mode when forming CD1d/glycolipid/NKT TCR complex, comparing to original α-GalCer.

HEPATITIS C VIRUS INHIBITOR COMPRISING ALPHA-GLYCOSYLCERAMIDE AS THE ACTIVE INGREDIENT

This invention provides a growth inhibitor of human hepatitis C virus comprising, as an active ingredient, α-glycosylceramide used for patients infected with the aforementioned viruses. This inhibitor of hepatitis C virus comprises, as an active ingredien