Syntheses of 2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonic acid (KDN2en) and its hydrogenation products

Article abstract of DOI:10.1080/07328309708007333

Methyl 4,5,7,8,9-penta-O-acetyl-2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonate (5) was synthesized from KDN methyl ester 2 with a catalytic amount of concentrated sulfuric acid in acetic anhydride, or from 2-chloro-KDN methyl ester 4 with DBU in good yield. Hydrogenation of 4 and 5 with 10% Pd-C gave 2-deoxy-2-H_ax-KDN 8 and 2-deoxy-2-H_eq-KDN derivative 11 in high yield, respectively. The structures of these compounds were elucidated from the MS, elemental analysis, ¹H NMR and ¹³C NMR data.

Full text of DOI:10.1080/07328309708007333

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Syntheses of 2,6-Anhydro-3-Deoxy-D-
Glycero-D-Galacto-Non-2-Enonic Acid
(Kdn2En) and Its Hydrogenation Products
Xue-Long Sun a , Toshitsugu Kai a , Hiroalu Takayanagi a & Kmio
Furuhata a
a School of Pharmaceutical Sciences, Ktasato University , 5-9-1
Shirokane, Minato-ku, Tokyo, 108, Japan
Published online: 20 Aug 2006.
To cite this article: Xue-Long Sun , Toshitsugu Kai , Hiroalu Takayanagi & Kmio Furuhata
(1997) Syntheses of 2,6-Anhydro-3-Deoxy-D-Glycero-D-Galacto-Non-2-Enonic Acid (Kdn2En)
and Its Hydrogenation Products , Journal of Carbohydrate Chemistry, 16:4-5, 541-547, DOI:
10.1080/07328309708007333
To link to this article: http://dx.doi.org/10.1080/07328309708007333
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