Pseudo-sugars. VII. Synthesis of Pseudo-hexopyranose Derivatives with α- and β-Gluco Configurations
- 1 September 1981
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 54 (9) , 2739-2746
- https://doi.org/10.1246/bcsj.54.2739
Abstract
Several derivatives of pseudo-hexopyranose (5-hydroxymethyl-1,2,3,4-cyclohexanetetrol) with α-gluco, (1,2,4/3,5), and β-gluco, (1,3,5/2,4), configurations were synthesized starting from the compounds obtained by cis-hydroxylation and oxyamination of DL-di-O-acetyl-(1,3/2)-3-bromomethyl-5-cyclohexene-1,2-diol. The 1H NMR chemical shifts of the acetyl methyl protons of the several acetyl derivatives of N-(p-tolylsulfonyl)-pseudoglucosamines are discussed.Keywords
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