856765-86-1

Basic information

• Product Name: (4R,5S)-5-azido-4-((E)-pentadec-1-en-1-yl)-2-phenyl-1,3-dioxane
• Synonyms: (4R,5S)-5-azido-4-((E)-pentadec-1-en-1-yl)-2-phenyl-1,3-dioxane
• CAS NO: 856765-86-1
• Molecular Weight: 413.604
• Mol File: 856765-86-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (4R,5S)-5-azido-4-((E)-pentadec-1-en-1-yl)-2-phenyl-1,3-dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S)-5-azido-4-((E)-pentadec-1-en-1-yl)-2-phenyl-1,3-dioxane(856765-86-1)
• EPA Substance Registry System: (4R,5S)-5-azido-4-((E)-pentadec-1-en-1-yl)-2-phenyl-1,3-dioxane(856765-86-1)

Safety Data

• Hazardous Substances Data: 856765-86-1(Hazardous Substances Data)

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 554-62-1 D-ribo-phytosphingosine 
• 117168-59-9 (2S,3S,4R)-2-azido-1,3,4-octadecanetriol 
• 856765-85-0 (4R,5R)-4-((E)-Pentadec-1-enyl)-2-phenyl-[1,3]dioxan-5-ol 
• 121998-84-3 (2R,3R,4E)-octadec-4-ene-1,2,3-triol 

Downstream Products

• 103348-49-8 2-azido-sphingosine 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 

Relevant articles and documents

A rapid synthesis of sphingosine from phytosphingosine

A simple and efficient protocol for the synthesis of a sphingosine starting from cost-effective phytosphingosine has been described. Two alternative synthetic pathway have been disclosed based on the use of two different kinds of protective groups for the protection of the amino group in the phytosphingosine. The protected phytosphingosine was subsequently transformed into sphingosine in 5 steps i.e. protection of the amine group, protection of 1,3-diol, leaving group insertion, elimination, and one-pot deprotection.

Stereoselective Synthesis of D(+)-erythro and L(-)-threo Sphingosines from Carbohydrates

Stereocontrolled syntheses of D(+)-erythro and L(-)-threo shingosines are described starting from D-xylose and D-arabinose respectively through acetylenic intermediates 3 and 4, obtained by base induced double elimination of the β-alkoxy chlorides 5 and 13. Keywords: D(+)-erythro and L(-)-threo sphingosines; base induced double elimination reaction; acetylenic alcohol