Convenient syntheses of 1,2-anhydro-3,4:5,6-di-O-isopropylidene-d-glucitol and -d-mannitol
β Scribed by Henk Regeling; Gordon J.F. Chittenden
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- English
- Weight
- 257 KB
- Volume
- 190
- Category
- Article
- ISSN
- 0008-6215
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Reductive cleavage of fully methylated, partially O-carboxymethylated cellulose had previously been shown to produce 4-O-acetyl-1,5-anhydro-2,3,6-tri-O-methyl-, -2-O-(methoxycarbonylmethyl)-3,6-di-O-methyl-, -3-O-(methoxycarbonylmethyl)-2,6-di-O-methyl-, -6-O-(methoxycarbonylmethyl)-2,3-di-O-methyl-
The 2,3:4,5-( 8) and 2,4:3,5-di-0-isopropylidene (10) derivatives of Dmannitol have been prepared from 1,6-di-0-benzoyl-D-mannitol and their structures established by 13C-n.m.r. spectroscopy. The 1,3-dioxane rings in 10 adopt a skew conformation and the sugar carbon chain in 8 is bent around the C-3