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
作者:
JohnA. Bennek,
David Rolf,
GaryR. Gray,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1983)
卷期:
Volume 2,
issue 4
页码: 385-393
ISSN:0732-8303
年代: 1983
DOI:10.1080/07328308308057885
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
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 of2and its 5-O-acetyl derivative (4) is described.
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