104040-10-0

Upstream product

• 62983-44-2 6-bromo-6-deoxy-(S)-ascorbic acid 
• 100-44-7 benzyl chloride 

Downstream Products

• 798576-75-7 4-benzyloxyquinoline-2-carboxylic acid [1(S)-(3,4-dibenzyloxy-5-oxo-2,5-dihydrofuran-2(R)-yl)-2-bromoethyl] ester 
• 798576-73-5 N-(tert-butyloxycarbonyl)piperidine-3-carboxylic acid [1(S)-(3,4-dibenzyloxy-5-oxo-2,5-dihydrofuran-2(R)-yl)-2-bromoethyl] ester 
• 318239-79-1 2,3-O,O-dibenzyl-4-(5,6-epoxy)-L-ascorbic acid 

Relevant academic research and scientific papers

Crystal structures, circular dichroism spectra and absolute configurations of some L-ascorbic acid derivatives

Chiral 2,3-O,O-dibenzyl ethers of L-ascorbic acid with 4-(5,6-epoxy)- (4) and 6-O-tosyl- (8) functional groups were studied by X-ray crystallography and circular dichroism (CD) spectroscopy. The stereostructure of 2,3-O,O-dibenzyl-5,6-isopropylidene-L-ascorbic acid (6) and 8 was determined by X-ray crystal structure analysis. Comparison of the CD-spectra of 4 and 8 with the CD-spectra of their synthetic precursors (2-3, 5-7) and L-ascorbic acid (1) itself, as well as crystal structures of 6 and 8 permitted to deduce the absolute configuration of 4. Thus, the chiral atoms C-4 and C-5 in 4 have R and S configurations, which is consistent with the configuration of 1.