111819-76-2Relevant academic research and scientific papers
Syntheses of Several β-L-Rhamnopyranosides
Kamiya, Shintaro,Esaki, Sachiko,Shiba, Naoko
, p. 2207 - 2214 (2007/10/02)
To investigate the substrate specificity of β-L-rhamnosidase, the following β-L-rhamnopyranosides were synthesized: 1-(β-L-rhamnopyranosyl)-DL-glycerol (1), methyl β-L- rhamnopyranoside (2), methyl 2-O-(β-L-rhamnopyranosyl)-β-D-glucopyranoside (3) and methyl 2-O-(β-L-rhamnopyranosyl)-α-L-arabinopyranoside (4).The synthesis of 3 was performed using L-quinovose with neighboring group participation, which lead stereoselectively to the β-L-quinovoside.The 2-OH of the L-quinovo-unit was selectively deblocked, oxidized to the keto group, and then stereoselectively reduced, whereby 3 was produced.
