110390-66-4

Upstream product

• 106-44-5 p-cresol 
• 119005-64-0 methyl onate 
• 127994-68-7 methyl onate 
• 64978-35-4 1,5-anhydro-3,4,6-tri-O-benzyl-1,2-dideoxy-1-phenylsulfonyl-D-arabino-hex-1-enitol 
• 616-38-6 carbonic acid dimethyl ester 
• 910472-98-9 methyl 2-[(2R,3S,4R)-1,3,4-tris(benzyloxy)hex-5-en-2-yloxy]acrylate 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 119068-33-6 phenyl 3,4,6-tri-O-benzyl-2-deoxy-1-sulphonyl-αβ-D-arabino-pyranoside 
• 119070-22-3 phenyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-thio-D-arabino-hexopyranoside 
• 91780-35-7 chloro-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranoside 

Downstream Products

• 136305-59-4 methyl 4,5,7-tri-O-benzyl-α-D-gluco-hept-2-ulopyranosonate 
• 119005-71-9 methyl <4,5,7-tri-O-benzyl-2,3-dideoxy-β-D-arabino-2-heptulopyranosid>onate 
• 136305-64-1 methyl 4,5,7-tri-O-benzyl-2,3-O-isopropylidene-α-D-gluco-hept-2-ulopyranosonate 
• 136305-65-2 (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-3a-carboxylic acid 
• 55628-55-2 1,2-O-isopropylidene-3,4,6-tri-O-benzyl-α-D-glucopyranoside 
• 137500-98-2 methyl 4,5,7-tri-O-benzyl-3-O-t-butyldimethylsilyl-2-deoxy-2-fluoro-α/β-D-gluco-hept-2-ulopyranosonate 
• 136305-49-2 (3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-tetrahydro-pyran-2-carboxylic acid 
• 136305-50-5 methyl 4,5,7-tri-O-benzyl-3-O-t-butyldimethylsilyl-2-chloro-2-deoxy-α/β-D-gluco-hept-2-ulopyranosonate 
• 136305-60-7 methyl 4,5,7-tri-O-benzyl-3-O-t-butyldimethylsilyl-α-D-gluco-hept-2-ulopyranosonate 
• 136305-66-3 methyl 3,4,6-tri-O-benzyl-2-O-t-butyldimethylsilyl-β-D-glucopyranoside 
• 40246-30-8 methyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

An in-depth study on ring-closing metathesis of carbohydrate-derived α-alkoxyacrylates: Efficient syntheses of DAH, KDO, and 2-deoxy-β-KDO

Novel, efficient synthetic pathways to DAH, KDO, and 2-deoxy-β-KDO are described. Ring-closing metathesis (RCM) of highly functionalized α-alkoxyacrylate fragments resulted in a series of synthetically versatile oxygen heterocyclic intermediates. Further

Diastereoselective Free-Radical Reactions. Part 3. The Methyl Glucopyranos-1-yl and 1,2-O-Isopropylideneglucopyranos-1-yl Radicals: Conformational Effects on Diastereoselectivity

The 3,4,6-tri-O-benzyl-2-O-t-butyldimethylsilyl-1-O-methyl-D-glucopyranos-1-yl and the 3,4,6-tri-O-benzyl-1,2-O-isopropylidene-D-glucopyranos-1-yl radicals are quenched with high selectivity (>25:1) from the α- and β-face, respectively, by t-dodecanethiol

Diastereoselective radical reactions : β-face selective quenching of the 1,2-O-isopropylidene-3,4,6-tri-O-benzyl-D-glucopyranos-1-yl radical

Pyrolysis of 3,4,6-tri-Obenzyl-1-carbomethoxy-1,2-dideoxy-1-phenylsulfonyl-D-glucopyranose provides the corresponding 1-carbomethoxyglucal which reacts with osmium tetroxide to form a gluco-diol. This diol is converted to an acetonide which is saponified

Diastereoselective Free-radical Reactions. Part 1. Preparation of 2-Deoxy-β-glycosides by Synthesis and Reductive Decarboxylation of 3-Deoxyulosonic Acid Glycosides

A general procedure for the synthesis of 2-deoxy-β-D-glycosides involving the preparation of 3-deoxyulosonic acid glycosides from glycals and their reductive decarboxylation is described.

PREPARATION AND USE OF LITHIATED GLYCALS: VINYLIC DEPROTONATION VERSUS TIN-LITHIUM EXCHANGE FROM 1-TRIBUTYLSTANNYL GLYCALS

Methods for preparing glycals lithiated at the C-1 atom by either direct vinylic deprotonation or by tin-lithium exchange from the corresponding 1-tri-n-butylstannyl glycals are described.Alkylation of these lithiated anions wih various electrophiles lead