78138-87-1

Usage

Chemical Properties

White Powder

Uses

D-Lyxonic Acid, Potassium Salt (cas# 78138-87-1 ) is a compound useful in organic synthesis.

Upstream product

• 1114-34-7 D-lyxose 

Downstream Products

• 15384-34-6 D-lyxono-1,4-lactone 
• 286859-23-2 methyl 2,3:4,5-di-O-isopropylidene-D-lyxonate 
• 4099-88-1 2,3-O-isopropylidene-L-ribofuranose 
• 56543-11-4 3,5-O-isopropylidene-D-lyxono-1,4-lactone 
• 56543-10-3 2,3-O-isopropylidene-D-lyxono-1,4-lactone 
• 38996-14-4 (4R,5S)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one 
• 58879-34-8 (S)-5-tosyloxypentan-4-olide 
• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 

Relevant academic research and scientific papers

A heterogeneous Pd-Bi/C catalyst in the synthesis of l-lyxose and l-ribose from naturally occurring d-sugars

A critical step in the synthesis of the rare sugars, l-lyxose and l-ribose, from the corresponding d-sugars is the oxidation to the lactone. Instead of conventional oxidizing agents like bromine or pyridinium dichromate, it was found that a heterogeneous catalyst, Pd-Bi/C, could be used for the direct oxidation with molecular oxygen. The composition of the catalyst was optimized and the best results were obtained with 5:1 atomic ratio of Pd:Bi. The overall yields of the five-step procedure to l-ribose and l-lyxose were 47% and 50%, respectively. The synthetic procedure is advantageous from the viewpoint of overall yield, reduced number of steps, and mild reaction conditions. Furthermore, the heterogeneous oxidation catalyst can be easily separated from the reaction mixture and reused with no loss of activity.

Synthesis of L-Ribono- and L-Lyxono-lactone

L-Ribonolactone has been prepared in good yield by treatment of 2,3-O-isopropylidene-5-O-methanesulfonyl-D-lyxono-1,4-lactone with aqueous base.It was isolated as 3,4-O-benzylidene-L-ribono-1,5-lactone.A similar treatment of 2,3-O-isopropylidene-5-O-methanesulfonyl-D-ribono-1,4-lactone gave L-lyxonolactone, isolated as the 3,5-O-benzylidene derivative.The mechanisms of the reactions, as well as those of the reaction of 5-bromo-5-deoxy-D-ribono- and -D-lyxono-1,4-lactone, with aqueous base have been studied.

Synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives

Novel intermediates and method for the chemical synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives are provided. A preferred intermediate is 1,5-dideoxy-1,5-imino-3, 4-O-isopropylidene-L-fucitol which is used to prepare the HIV inhibitor 1,5-dideoxy-1,5-imino-[N-ω-methyl caproate]-L-fucitol. These compounds are prepared in a short synthesis from the known compound 2,3-O-isopropylidene-D-lyxono-1,4-lactone or in a multi-step synthesis from D-galactose.