2.6- dideoxy-3-0-methyl-D-xy/o-hexose

Sarmentose Sedoheptulose Sedoheptulosan Solatriose 2.6- Dideoxy-3-0-methyl-D-xy/o-hexose D-a/froHept-2-ulose 2.7- Anhydro P-D-a/fro-hept-2-ulopyranose a-L-Rhamnopyranosyl-(1 ->2)-[P-D-glucopyranosyl-(1->3)]-D-galactose... 

Hydride reduction of methyl 3-deoxy-3- dimethylamino)-2,4,6-tri-O-p-tolylsulfonyl-a-D-rtho-hexopyranoside in tetrahydrofuran gave the corresponding 6-deoxy sugar which, on hydrolysis, afforded 3,6-dideoxy-3-(dimethylamino)-j8-D-riho-hexose this was found to be identical witii mycaminose, a component of an antibiotic substance. Syntheses of 4,6-dideoxy-3-0-methyl-D-xyi o-hexose (chalcose) have been reported by the intermediate hydride reduction, in tetrahydrofuran, of 6-p-toluenesulfonates methyl 4-deoxy-6-0-p-tolylsulfonyl-a-D-xy/o-hexopyranoside afforded, by such treatment, the corresponding 6-deoxy glycoside, and methyl 4-deoxy-3-0-methyl-2,6-di-O-p-tolylsulfonyl-a-D-xi/Zo-hexopyranoside gave a mixture of five products, from which methyl a-D-chalcoside was isolated in 26% yield. 

Among the 2-deoxy sugars found as the carbohydrate portion of cardiac glycosides and other glycosides in plants are o-cymarose (2,6-dideoxy-3-(9-methyl-D-n7 o-hexose) (12), D-sarmentose (2,6-dideoxy-3-(9-methyl-o-xy/c>-hex-ose) (13), L-oleandrose (2,6-dideoxy-3-0-methyl-L-am m< -hexose) (14), o-diginose (2,6-dideoxy-3-(9-methyl-o-/yxo-hexose) (15), o-digitoxose (2,6-dideoxy-D-nZ o-hexose) (16), and o-boivinose (2,6-dideoxy-o-xy/o-hexose) (17) (Courtois and Percheron, 1970). 

C-Acetyl-2,3-dideoxy-eryi/iro-hexopyranos-4-ulose a-D-form, A-16 2-C-Acetyl-2,3-dideoxy-i/ireo-hexopyranos-4-ulose a-D-form, A-17 4-C-Acetyl-2,6-dideoxy-xy/o-hexose D-form, A-18 4-0-Acetyl-2,6-dideoxy-3-C-methyl-L-arahino-hexopyranose, 9CI, D-634... 

A number of 6-deoxyhexoses also are widespread in plants, but these compounds are especially common in cardiac glycosides (Courtois and Percheron, 1970). These sugars are formed from the corresponding hydroxylated monosaccharides (Luckner, 1990). Among the 6-deoxyhexoses are L-acofriose (6-deoxy-3-0-methyl-L-mannose) (18), l-acovenose (6-deoxy-3-6>-methyl-L-talose) (19), o-allometh-ylose (6-deoxy-D-allose) (20), L-altromethylose (6-deoxy-L-altrose) (21), D-antiarose (6-deoxy-o-gulose) (22), D-boivi-nose (2,6-dideoxy-D-xy/o-hexose) (17), D-cymarose (2,6-di-... 

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