103411-92-3

Basic information

• Product Name: (2S,3R,4E)-2-Azido-4-icosadecen-1,3-diol
• Synonyms: (2S,3R,4E)-2-Azido-4-icosadecen-1,3-diol
• CAS NO: 103411-92-3
• Molecular Weight: 353.549
• Mol File: 103411-92-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R,4E)-2-Azido-4-icosadecen-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4E)-2-Azido-4-icosadecen-1,3-diol(103411-92-3)
• EPA Substance Registry System: (2S,3R,4E)-2-Azido-4-icosadecen-1,3-diol(103411-92-3)

Safety Data

• Hazardous Substances Data: 103411-92-3(Hazardous Substances Data)

Downstream Products

• 6918-49-6 <2(S),3(R),4E>-2-amino-4-eicosene-1,3-diol 

Relevant articles and documents

Process for the preparation of sphingosine derivatives

The invention relates to a new process for the preparation of the sphingosine derivatives described in European Patent Application No. 146,810, of the formula: STR1 It comprises protecting D-galactose in the 4,6-position and oxidizing it to the corresponding D-threose protected in the 2,4-position, condensing an aliphatic chain (R3) onto the latter by a Wittig reaction, converting the free hydroxyl group into a azido group and splitting off the protective group, protecting the resulting 2-azido-1,3-dihydroxy compound selectively in the 1-position and blocking it in the 3-position, liberating the 1-hydroxy group again, glycosidating the resulting compound or the abovementioned 2-azido-1,3-dihydroxy compound with the 0-trifluoro- or 0-trichloro-acetimade or the 1-halogen derivative of a 2,3,4,6-0-tetraacyl-D-glucose, splitting off the acyl groups of these and the protective group in the 3-position, converting the azido group into an amino group and acylating the amino compound with a fatty acid R1 --OH. The process gives the compounds of the therapeutically more active D series in a high yield in relatively few stages without resolving diastereomers.