Synthesis of alkyl [(alkyl 6-deoxy-alpha-D-gluco-heptopyranosyl- uronate) 6-deoxy-alpha-D-gluco-heptopyranosid]uronates, a novel type of mirror pseudo cord factor.
The 1-octyl, 1-pentadecyl, 1-hexadecyl, 1-heptadecyl, and 1-octadecyl diesters of (6-deoxy-alpha-D-gluco-heptopyranosyluronic acid) 6-deoxy-alpha-D-gluco-heptopyranosiduronic acid, a new homolog of trehalosuronic acid, were prepared by two procedures. One procedure involved conversion of the peracetylated acid into its dichloride, reaction of the latter with the alkanols, and acid-catalyzed deacetylation of the products, whereas the other consisted of reaction of alkyl mesylates with the potassium salt of the unprotected acid.
Baer
H H
HH
Department of Chemistry, University of Ottawa, Ontario, Canada.
Breton
R L
RL
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D003311:Cord Factors / Q000138:chemical synthesis* / Q000737:chemistry; D008969:Molecular Sequence Data
D003311:Cord Factors