316811-30-0

Basic information

• Product Name: (2S,3R,4E,8E)-2-azido-1,3-di-O-benzyl-7-(phenylthio)-4,8-octadecadiene-1,3-diol
• Synonyms: (2S,3R,4E,8E)-2-azido-1,3-di-O-benzyl-7-(phenylthio)-4,8-octadecadiene-1,3-diol
• CAS NO: 316811-30-0
• Molecular Weight: 611.892
• Mol File: 316811-30-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R,4E,8E)-2-azido-1,3-di-O-benzyl-7-(phenylthio)-4,8-octadecadiene-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4E,8E)-2-azido-1,3-di-O-benzyl-7-(phenylthio)-4,8-octadecadiene-1,3-diol(316811-30-0)
• EPA Substance Registry System: (2S,3R,4E,8E)-2-azido-1,3-di-O-benzyl-7-(phenylthio)-4,8-octadecadiene-1,3-diol(316811-30-0)

Safety Data

• Hazardous Substances Data: 316811-30-0(Hazardous Substances Data)

Upstream product

• 66164-99-6 (E)-2-dodecenyl phenyl sulphide 
• 5285-87-0 phenyl thiocyanate 
• 22104-81-0 (2E)-dodec-2-en-1-ol 
• 316811-28-6 (2R,3R,4E,8E)-1,3-di-O-benzyl-2-O-methylsulfonyl-7-(phenylthio)-4,8-octadecadiene-1,2,3-triol 

Downstream Products

• 316811-31-1 (2S,3R,4E,8E)-2-amino-1,3-di-O-benzyl-7-(phenylthio)-4,8-octadecadiene-1,3-diol 

Relevant articles and documents

General and efficient syntheses of C18-4,8-sphingadienines via S(N)2'-type homoallylic coupling reactions mediated by thioether-stabilized copper reagents

The stereoselective syntheses of C18-4,8-sphingadienines 3 and 4 as analogues of sphingosine 1 are described. The key step in these syntheses involved a novel S(N)2'-type homoallylic coupling reaction between the corresponding thioether-stabilized allylic copper reagents and the allylic mesylate 7. The thioether-stabilized allylic copper reagents were easily prepared and retained the configuration of their double bond during the coupling reactions, thus overcoming the problem of isomerization which was normally associated with the use of allylic organometallic reagents in such applications.