Syntheses of 2,6-Anhydro-3-Deoxy-D-Glycero-D-Galacto-Non-2-Enonic Acid (Kdn2En) and Its Hydrogenation Products 1

Syntheses of 2,6-Anhydro-3-Deoxy-D-Glycero-D-Galacto-Non-2-Enonic Acid (Kdn2En) and Its Hydrogenation Products 1
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2,6-脱水-3-脱氧-D-甘油-D-半乳糖-非-2-烯酸(Kdn2En)及其氢化产物的合成1

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发表时间:
1997
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通讯作者:
K. Furuhata
K. Furuhata
中科院分区:
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作者:
Xue;T. Kai;H. Takayanagi;K. Furuhata

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Abstract Methyl 4,5,7,8,9-penta-O-acetyl-2,6-anhydro-3-deoxy-D-glycero-D-galacto-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-Hax-KDN 8 and 2-deoxy-2-Heq-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. 1. Presented at the XVIIIth Znbmtional Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.