Convenient large-scale synthesis of D-glucaro-1,4:6,3-dilactone.
Calcium D-glucarate was converted into D-glucaro-1,4:6,3-dilactone on 32-g, 1-kg, and 22-kg scale, using azeotropic distillation with methyl isobutyl ketone to drive the dehydration. The crystalline product was > or = 99.5% pure by GC and NMR, and overall yield was as high as 72%.
Gehret
Troy C
TC
Central Research & Development, E. I. DuPont de Nemours & Co., Experimental Station, Wilmington, Delaware 19880, USA.
Frobese
A Stephen
AS
Zerbe
James S
JS
Chenault
H Keith
HK
D003460:Crystallization; D005937:Glucaric Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007783:Lactones / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy
C546107:D-glucaro-1,4:6,3-dilactone; D007783:Lactones; D005937:Glucaric Acid