161968-12-3

Basic information

• Product Name: ERYTHRO-4-(1-HYDROXY-2-HEXA-DECENYL)-2-PHENYL-2-OXAZOLINE
• Synonyms: ERYTHRO-4-(1-HYDROXY-2-HEXA-DECENYL)-2-PHENYL-2-OXAZOLINE;erythro-4-(1-hydroxy-2-hexadecenyl)-2-*phenyl-2-O;ERYTHRO-4-(1-HYDROXY-2-HEXADECENYL)-2-*P HENYL-2-OXA
• CAS NO: 161968-12-3
• Molecular Formula: C25H39NO2
• Molecular Weight: 385.58
• Mol File: 161968-12-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 515.1±23.0 °C(Predicted)
• Appearance: /
• Density: 1.00±0.1 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 13.48±0.20(Predicted)
• CAS DataBase Reference: ERYTHRO-4-(1-HYDROXY-2-HEXA-DECENYL)-2-PHENYL-2-OXAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: ERYTHRO-4-(1-HYDROXY-2-HEXA-DECENYL)-2-PHENYL-2-OXAZOLINE(161968-12-3)
• EPA Substance Registry System: ERYTHRO-4-(1-HYDROXY-2-HEXA-DECENYL)-2-PHENYL-2-OXAZOLINE(161968-12-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 161968-12-3(Hazardous Substances Data)

Upstream product

• 78715-83-0 methyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 554-62-1 D-ribo-phytosphingosine 
• 572922-35-1 2-phenyl-4-(S)-[(1R,2R)-1,2-dihydroxyhexadecyl]-1,3-oxazoline 
• 41765-25-7 C₂₃H₄₇Al 
• 78715-84-1 4-formyl-2-phenyl-Δ²-oxazoline 
• 765-13-9 pentadec-1-yne 
• 173531-22-1 Methanesulfonic acid (1R,2S,3R)-2,4-dihydroxy-3-methanesulfonyloxy-1-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-butyl ester 
• 173531-23-2 (1'R,2'R,4S)-1'-Methylsulfonyloxy-1'-(2-phenyl-4,5-dihydrooxazol-4-yl)but-3'-en-2'-ol 
• 15890-72-9 laurylmagnesium bromide 
• 173531-24-3 (4S,1'S,2'R)-4-(1',2'-Epoxybut-3'-enyl)-2-phenyl-4,5-dihydrooxazole 
• 825-60-5 benzimidic acid ethyl ester 

Downstream Products

• 58909-84-5 sphingomyelin 
• 78779-96-1 N,O,O-triacetyl-L-threo-C₁₈-sphingosine 
• 5966-28-9 N-oleoyl-D-sphingosine (erythro form) 
• 2482-37-3 (2S,3R,4E)-2-acetamido-1,3-diacetoxyoctadec-4-ene 
• 3102-57-6 N-acetyl-D-erythro-sphingosine 
• 103931-04-0 L-threo-3-0-(diphenyl-t-butylsylil)-2-N-stearoylsphingosine 
• 103931-03-9 (2S,3R,4E)-3-O-tert-butyldiphenylsilyl-2-octadecanamido-octadec-4-ene-1,3-diol 

Relevant articles and documents

A rapid and efficient synthesis of D-erythro-sphingosine from D-ribo-phytosphingosine

In this paper we describe the concise synthesis of D-erythro-sphingosine starting from the readily available chiral building block D-ribo- phytosphingosine. The title compound is the ubiquitous sphingolipid from which most mammalian ceramides are derived. Our work is based on the existing literature in which the same sphingoid base is used as a starting point and culminates in what we believe is the most efficient synthesis of D-erythro-sphingosine reported to date.

SYNTHESIS OF FLUORINE-CONTAINING ISOSTERES OF SPHINGOSINE AS INACTIVATORS OF PROTEIN KINASE C

Syntheses of isosteres of D-sphingosine in which either the primary or the secondary hydroxyl group of the parent compound has been replaced by a fluorine substituent are described.

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.