16725-40-9Relevant articles and documents
Synthesis of enantiomerically pure (Z)-(2′R)-1-O-(2′- methoxyhexadec-4′-enyl)-sn-glycerol present in the liver oil of cartilaginous fish
Magnusson, Carlos D.,Haraldsson, Gudmundur G.
, p. 2841 - 2847 (2011/03/19)
Synthesis of enantiopure (Z)-(2′R)-1-O-(2′-methoxyhexadec- 4′-enyl)-sn-glycerol 1, the principal methoxylated glyceryl ether found in Nature, is described by a highly convergent five-step process taking place in 27% overall yield. The synthesis is based on an ether bond formation between the chiral synthon (R)-2,3-O-isopropylidene-sn-glycerol and (Z)-(R)-1- chlorohexadec-4-en-2-ol employing ground potassium hydroxide and tetra-n-butylammonium bromide as a catalyst under solvent free conditions.