296268-52-5

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 136982-88-2 (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde 

Downstream Products

• 871695-69-1 (2R,3R,4R,8R,8aS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8-nitro-3,4,6,7,8,8a-hexahydro-2H-chromene-8-carboxylic acid methyl ester 
• 871695-86-2 (2R,3S,4S,4aS,5S,7R,8S,8aS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8-tert-butoxycarbonylamino-4a,5-dihydroxy-octahydro-chromene-7-carboxylic acid ethyl ester 
• 871695-82-8 (2R,3R,4R,7R,8S,8aR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8-tert-butoxycarbonylamino-3,4,6,7,8,8a-hexahydro-2H-chromene-7-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Glycosidation of 3,4,6-tri-o-benzyl-2-ethenyl-D-glucal - A route to 2-C-(β-methyl)methylene glycosides

Monosaccharidic and disaccharidic 2-C-(β-methyl)methylene glycosides were synthesized by an electrophilic conjugate addition reaction of ROH-type compounds in the presence of Ph3+PH Br- to 2-ethenyl-3,4,6-tri-O-benzyl-D-glucal 1, functioning as a model glycosyl donor. This 2-vinyl glucal derivative represents a series of 2-vinyl and 2-butadienyl glycals, prepared by Wittig-type methylenation of pyranosidic conjugated enals, derived from glucal, galactal and lactal. The exo-(β-methyl)methylene group paves the way for further chemical transformations.