C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/483.1, 260/4
C07C 69/30 (2006.01) C07C 69/58 (2006.01) C07F 5/02 (2006.01)
Patent
CA 1149818
ABSTRACT OF THE DISCLOSURE: The object of the present invention is a novel and simple process for the production of 1,2-diacyl-an-glycer- ols, wherein the acyl groups may be the same or different According to the invention D-mannitol is reacted with benzene boronic acid or a derivative thereof to form a D-mannitol- monobenzeneboronate which compound is acylated either to form, after removal of the benzeneboronate protective group, a 1,2,5,6-tetraacyl-D-mannitol with four identical acyl groups, or is acylated selectively in two stages, by first acylating the 1,6-hydroxy groups of the boronate protected D-mannitol to form, after removal of the boronate protection, a 1,6- diacyl-D-mannitol, which then is repeatedly reacted with a benzene boronic acid or a derivative thereof and then acylated in the 2- and 5- positions. After removal of the boronate protective group, the tetra-acylated D-mannitol obtained either in the one-stage or two-stage process is split by oxidation to form a 1,2-diacyl-glyceraldehyde which in turn is reduced to the corresponding 1,2-diacyl-sn-glycerol. By means of the invention it is thus possible to prepare 1,2-diacyl-sn- glycerols in which the acyl groups can be the same or dif- ferent.
374967
Kinnunen Paavo K. J.
Schroder Tom M.
Virtanen Jorma A.
Ksv-Chemicals Oy
Robic Robic & Associes/associates
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