78779-94-9

Basic information

• Product Name: N-oleoyl-1-O-β-D-galactosyl-3-O-(tert-butyldiphenylsilyl)-D-sphingosine (threo epimer)
• Synonyms: N-oleoyl-1-O-β-D-galactosyl-3-O-(tert-butyldiphenylsilyl)-D-sphingosine (threo epimer)
• CAS NO: 78779-94-9
• Molecular Weight: 964.496
• Mol File: 78779-94-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-oleoyl-1-O-β-D-galactosyl-3-O-(tert-butyldiphenylsilyl)-D-sphingosine (threo epimer)(CAS DataBase Reference)
• NIST Chemistry Reference: N-oleoyl-1-O-β-D-galactosyl-3-O-(tert-butyldiphenylsilyl)-D-sphingosine (threo epimer)(78779-94-9)
• EPA Substance Registry System: N-oleoyl-1-O-β-D-galactosyl-3-O-(tert-butyldiphenylsilyl)-D-sphingosine (threo epimer)(78779-94-9)

Safety Data

• Hazardous Substances Data: 78779-94-9(Hazardous Substances Data)

Upstream product

• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 78779-93-8 N-oleoyl-3-O-(tert-butyldiphenylsilyl)-D-sphingosine (threo epimer) 
• 78779-90-5 threo-1-O-benzoylceramide 
• 78739-33-0 Benzoic acid (E)-(2S,3S)-2-amino-3-hydroxy-octadec-4-enyl ester; hydrochloride 
• 78779-92-7 N-oleoyl-1-O-benzoyl-3-O-(tert-butyldiphenylsilyl)-D-sphingosine (threo epimer) 
• 78739-31-8 threo-4-(1-hydroxy-2-hexadecenyl)-2-phenyl-Δ²-oxazoline 
• 17363-90-5 p-nitrophenyl oleate 
• 765-13-9 pentadec-1-yne 

Relevant articles and documents

Useful Syntheses of erythro- and threo-N-Oleoyl-D-sphingosines (Ceramides) and Galactosylceramides (Cerebrosides) from L-Serine

The 4-(carbomethoxy)-2-phenyl-Δ2-oxazoline formed from L-serine provides the basis for a useful synthesis of ceramides and cerebrosides.The natural erythro configuration and its threo epimer are formed in equal amounts but are readily separated chromatographically, so that both epimers are available for experiments in which the properties of erythro and threo configurations are to be compared.The method produces the final cerebroside product on a scale of 100 mg or more.The optical purity of the product was shown to be close to 100percent.In addition to the threo epimer, other analogues of the natural cerebrosides with different chain le ngths and stereochemistries should be readily available by using the route developed.Such molecules are of interest to us for (13)C NMR and related studies of membrane organization.