69982-91-8

Upstream product

• 135346-53-1 ((1S,4S,5R,6R)-4,5,6-Triacetoxy-cyclohex-2-enyl)-acetic acid 2-thioxo-2H-pyridin-1-yl ester 
• 70878-41-0 DL-1,2,3-tri-O-acetyl-(1,3/2,4,6)-6-acetoxymethyl-4-bromo-1,2,3-cyclohexanetriol 
• 25348-62-3 Acetic acid (3aR,4R,5S,6S,7R,7aS)-5,6,7-triacetoxy-2-thioxo-hexahydro-benzo[1,3]dioxol-4-yl ester 
• 135346-51-9 Acetic acid (1S,2S,5R,6S)-5,6-diacetoxy-2-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-cyclohex-3-enyl ester 
• 135346-52-0 ((1S,4S,5R,6R)-4,5,6-Triacetoxy-cyclohex-2-enyl)-acetic acid 
• 4381-96-8 (+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol 
• 13462-79-8 1⁽³⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-acetyl-sn-myo-inositol 

Relevant academic research and scientific papers

Pseudosugars, 41([≠]) - Synthesis and glycosidase inhibitory activity of 5a-carba-α-DL-fucopyranosylamine and-galactopyranosylamine

5a-Carba-α-DL-fucopyranosylamine (DL-5) and -galactopyranosylamine (DL- 4) have been synthesized in a conventional manner from 2,3,4,6-tetra-O- acetyl-5a-carba-β-DL-glucopyranosyl bromide (6). Only compound DL-5 has been shown to be a strong inhibitor (K(i) = 2.3 x 10-7 m) of α-fucosidase (bovine kidney). They did not exhibit any inhibitory activity towards five glycoside hydrolases, namely α- and β-glucosidases and α- and β- galactosidases.

SYNTHESIS OF BRANCHED-CHAIN CYCLITOLS USING A PALLADIUM(0)-CATALYZED ALLYLIC COUPLING REACTION

A carbanion derived from Meldrum's acid was used in a palladium(0)-catalysed allylic substitution reaction to prepare stereospecifically branched-chain cyclitols from the symmetrical 1,2,3,4-tetraacetoxycyclohex-5-ene (4).