1,4-Anhydro-2,3,6-Tri-O-Methyl-D-Glucitol Formed as an Artifact in the Reductive Cleavage of Permethylated 1,4-Linked Glucopyranosides
Title:
1,4-Anhydro-2,3,6-Tri-O-Methyl-D-Glucitol Formed as an Artifact in the Reductive Cleavage of Permethylated 1,4-Linked Glucopyranosides
Author:
Bennek, John A. Rolf, David Gray, Gary R.
Appeared in:
Journal of carbohydrate chemistry
Paging:
Volume 2 (1983) nr. 4 pages 385-393
Year:
1983
Contents:
1,5-Anhydro-2,3,6-tri-O-methyl-d-glucitol (1) is formed as the major product in the reductive cleavage of permethylated 4-linked glucopyranosyl residues, but a small amount of 1,4-anhydro-2,3,6-tri-O-methyl-d-glucitol (2) is formed as an artifact when water is present. The formation of 2 can be minimized by carrying out the reductive cleavage under anhydrous conditions. The independent synthesis of 2 and its 5-O-acetyl derivative (4) is described.