114743-87-2

Upstream product

• 114743-85-0 methyl 3,4:5,6-di-O-isopropylidene-D-gluconate 
• 98-59-9 p-toluenesulfonyl chloride 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 131146-85-5 2-deoxy-3,4;5,6-di-O-isopropylidene-1-O-p-toluenesulfonyl-D-arabino-hexitol 
• 125126-06-9 1-O-acetyl-3,4:5,6-di-O-isopropylidene-2-O-p-tolylsulfonyl-D-glucitol 
• 127530-04-5 2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanol 
• 125126-05-8 3,4:5,6-di-O-isopropylidene-2-O-p-tolylsulfonyl-D-glucitol 
• 38145-93-6 (S)-1-((4R,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethane-1,2-diol 

Relevant academic research and scientific papers

Selective deprotection of terminal isopropylidene acetals and trityl ethers using HClO4 supported on silica gel

Terminal isopropylidene acetals are selectively cleaved to the corresponding 1,2-diols in good to excellent yields in 6-24 h at room temperature by using the 'HClO4?SiO2' reagent system. Likewise, trityl ethers are readily cleaved to the corresponding alcohols in good to excellent yields within 2-3 h at room temperature. Work-up involves merely filtration of the reagent followed by purification of the crude product.

The chemistry of D-gluconic acid derivatives. Part 1. Synthesis of 3,4;5,6-di-O-isopropylidene-D-glucitol and 2,3;4,5-di-O-isopropylidene-aldehydo-D-arabinose from D-glucono-1,5-lactone

Acid-catalysed isopropylidenation of D-glucono-1,5-lactone with 2,2-dimethoxypropane yields methyl 3,4;5,6-di-O-isopropylidene-D-gluconate.Convenient syntheses of the title compounds from this ester by reduction and oxidation sequences, together with the