91797-46-5

Usage

InChI:InChI=1/C8H14O5/c1-2-4-6(10)8(12)7(11)5(3-9)13-4/h2,5-12H,3H2,1H3/b4-2-/t5-,6+,7-,8-/m1/s1

Upstream product

• 85230-68-8 (Z)-3,4,5,7-tetra-O-acetyl-2,6-anhydro-1-deoxy-1-methyl-D-glucohept-1-enitol 
• 105539-33-1 2,3,4,6-tetrakis-O-(triethylsilyl)-D-glucopyrano-1,5-lactone 
• 90-80-2 D-Glucono-1,5-lactone 
• 91797-39-6 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol 
• 91738-18-0 Toluene-4-sulfonic acid (R)-1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl ester 
• 74281-68-8 3,4,5,7-Tetra-O-acetyl-2,6-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-D-glycero-D-gulo-heptose 
• 113019-43-5 2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose 
• 85230-64-4 4,5,6,8-Tetra-O-acetyl-3,7-anhydro-1-desoxy-2-O-(p-tolylsulfonyl)-D-erythro-L-galacto-octitol 

Relevant academic research and scientific papers

Synthesis of substituted exo-glucals via a modified Julia olefination and identification as selective β-glucosidase inhibitors

A series of fluorine and non-fluorine-substituted C-glucosylidenes (exo-glucals) has been synthesized via a modified Julia olefination. The deprotected exo-glucals were prepared in five steps from commercially available d-gluconolactone. The evaluation of this original family of compounds against a panel of glycosidases showed a highly specific in vitro activity towards mammalian β-glucosidase depending on the double bond substituents. The Royal Society of Chemistry.

Reactions of Enolic Sugar Derivatives, XVI. - Synthesis of a Diastereotopic Proton Probe for α- and β-D-Glucosylases

For the elucidation of the stereochemistry in glucosylase-catalyzed proton addition reactions (Z)-3,7-anhydro-1,2-dideoxy-D-gluco-oct-2-enitol (1) was synthesized.Starting material for the multistep synthesis is 3,4,5,7-tetra-O-acetyl-2,6-anhydro-1-C-(1,3