2482-37-3

Basic information

• Product Name: N,1-O,3-O-Triacetylsphingosine
• Synonyms: Acetic acid (2S,3R,4E)-2-(acetylamino)-3-acetoxy-4-octadecenyl ester;Diacetic acid (2S,3R,4E)-2-(acetylamino)-4-octadecene-1,3-diyl ester;N,1-O,3-O-Triacetylsphingosine;N,O,O-Triacetyl-C18-sphingosine;N-[(1S,2R,3E)-2-(Acetyloxy)-1-[(acetyloxy)methyl]-3-heptadecenyl]acetamide;N-[(1S,2R,3E)-2-Acetoxy-1-acetoxymethyl-3-heptadecenyl]acetamide
• CAS NO: 2482-37-3
• Molecular Formula: C₂₄H₄₃NO₅
• Molecular Weight: 425.6
• Mol File: 2482-37-3.mol
• Article Data: 38

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,1-O,3-O-Triacetylsphingosine(CAS DataBase Reference)
• NIST Chemistry Reference: N,1-O,3-O-Triacetylsphingosine(2482-37-3)
• EPA Substance Registry System: N,1-O,3-O-Triacetylsphingosine(2482-37-3)

Safety Data

• Hazardous Substances Data: 2482-37-3(Hazardous Substances Data)

Upstream product

• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 108-24-7 acetic anhydride 
• 3102-57-6 N-acetyl-D-erythro-sphingosine 
• 195194-58-2 (2S,3R)-2-N-acetylamino-1,3-dihydroxyoctadec-4-ene 
• 116467-63-1 N-tert-butyloxycarbonylsphingosine 
• 117112-63-7 (2S,3R,4E)-2-amino-1,3-benzylidene-4-octadecene-1,3-diol 
• 128387-01-9 (2S,3R,4Z)-1,3-diacetoxy-2-acetamido-octadec-4-ene 
• 472954-88-4 (2S,4E)-2-[N-(trityl)amino]-1-O-tert-butyldimethylsilyl-3-oxo-4-octadecene 
• 124-25-4 myristylaldehyde 
• 231291-79-5 (E)-(2S,3R)-2-(4-Methoxy-benzylamino)-octadec-4-ene-1,3-diol 
• 231291-87-5 (E)-1-[(S)-3-(4-Methoxy-benzyl)-2,2-dimethyl-oxazolidin-4-yl]-hexadec-2-en-1-one 
• 231291-93-3 ((E)-(S)-1-Hydroxymethyl-2-oxo-heptadec-3-enyl)-(4-methoxy-benzyl)-carbamic acid tert-butyl ester 
• 765-13-9 pentadec-1-yne 
• 78715-85-2 erythro-4-(1-hydroxy-2-hexadecenyl)-2-phenyl-Δ²-oxazoline 

Downstream Products

• 3102-57-6 N-acetyl-D-erythro-sphingosine 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 3102-57-6 N-((1RS,2SR)-2-hydroxy-1-hydroxymethyl-heptadec-3c-enyl)-acetamide 
• 81819-46-7 N-[(2R,4S,5R)-4-((E)-Pentadec-1-enyl)-2-phenyl-[1,3]dioxan-5-yl]-acetamide 
• 13031-64-6 (2S,3R)-2-acetylaminooctadecan-1,3-diol 

Relevant articles and documents

A Stereodivergent Synthesis of D-erythro-Sphingosine and D-threo-Sphingosine from L-Serine

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Stereoselective synthesis of N,O,O,O-tetraacetyl-D-ribo-phytosphingosine, N,O,O-triacetyl-D-erythro-sphingosine and N,O,O-triacetyl sphingonine from a common chiral intermediate derived from D-mannitol

An efficient protocol for the stereoselective synthesis of tetraacetyl-D-ribo-hytosphingosine, triacetyl-D-erythro-sphingosine and triacetyl sphinganine has been devised from a common chiral intermediate derived from commercially available D-mannitol. The key steps involved are Sharpless epoxidation, Miyashita C(2) selective endo mode azide opening of 2,3-epoxy alcohol, and selective E-Wittig olefination. ARKAT-USA, Inc.

A practical and cost-effective synthesis of d-erythro-sphingosine from d-ribo-phytosphingosine via a cyclic sulfate intermediate

The practical and efficient synthesis of d-erythro-sphingosine from commercially available d-ribo-phytosphingosine is described-. An important feature of this synthesis is the selective transformation of the 3,4-vicinal diol of phytosphingosine into the characteristic E-allylic alcohol of sphingosine via a cyclic sulfate intermediate that contains a non-nucleophilic trifluoroacetamide protecting group. Georg Thieme Verlag Stuttgart - New York.