18978-00-2

Upstream product

• 1769-00-2 Pentakis-O-(trimethylsilyl)-D-glucose 
• 100-51-6 benzyl alcohol 
• 2280-44-6 D-Glucose 
• 75-77-4 chloro-trimethyl-silane 
• 4304-12-5 (2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 

Downstream Products

• 300362-71-4 benzyl 2,3,4-tri-O-trimethylsilyl-β-D-glucopyranoside 
• 446302-69-8 N-[2-(3,4-Bis-benzyloxy-phenyl)-ethyl]-succinamic acid (2R,3R,4S,5R,6R)-6-benzyloxy-3,4,5-tris-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester 
• 300362-72-5 benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside 

Relevant academic research and scientific papers

Triterpenoid glycosides from Ladenbergia hexandra Klotzsch

From the bark of Ladenbergia hexandra Klotzsch, ten triterpenoid glycosides were isolated along with five known compounds, and their structures were determined based on extensive NMR and mass spectroscopic, GC and HPLC analyses. Some triterpenoid glycosides contained 6-deoxy-D-allose or D-allose as a sugar moiety. The absolute stereochemical assignment of the sugars was determined by comparison with synthetic samples, as well as by GC and HPLC analysis.

Direct glycosylation of bioactive small molecules with glycosyl iodide and strained olefin as acid scavenger

A new strategy for diversity-oriented direct glycosylation of bioactive small molecules was developed. This reaction features (-)-β-pinene as acid scavenger and work with glycosyl iodides under mild conditions. With the aid of RP-HPLC and chiral SFC separation techniques, the new direct glycosylation proved effective at gram scale on bioactive small molecules including AZD6244, podophyllotoxin, paclitaxel, and docetaxel. Interesting glycoside derivatives were efficiently created with good yields and 1,2-cis selectivity.

Synthesis and biological studies of glycosyl dopamine derivatives as potential antiparkinsonian agents

A new approach to deliver dopamine into the central nervous system, based on the use of D-glucose as transportable agent, has been studied. Glycosyl dopamine derivatives bearing the sugar moiety linked to either the amino group or the catechol ring of dopamine through amide, ester or glycosidic bonds were synthesised as potential antiparkinsonian agents. Studies on the binding to dopamine D2 receptor, in vitro stability, and locomotive effect in mice of the synthetic glycoconjugates are reported. Copyright (C) 2000 Elsevier Science Ltd.