366801-67-4

Upstream product

• 76520-93-9 methyl 2,3-di-O-pivaloyl-α-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 98-59-9 p-toluenesulfonyl chloride 
• 76520-90-6 methyl 4,6-O-(R)-benzylidene-2,3-di-O-pivaloyl-α-D-glucopyranoside 
• 3282-30-2 pivaloyl chloride 

Downstream Products

• 186414-21-1 2,2-Dimethyl-propionic acid (2R,4aR,6S,7R,8S,8aR)-2-benzoyl-7-(2,2-dimethyl-propionyloxy)-6-methoxy-3-(toluene-4-sulfonyl)-octahydro-pyrano[2,3-e][1,3]oxazin-8-yl ester 
• 186414-27-7 2,2-Dimethyl-propionic acid (2R,4aR,6S,7R,8S,8aR)-7-(2,2-dimethyl-propionyloxy)-2-((R)-hydroxy-phenyl-methyl)-6-methoxy-3-(toluene-4-sulfonyl)-octahydro-pyrano[2,3-e][1,3]oxazin-8-yl ester 
• 186414-19-7 2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-3-(2,2-dimethyl-propionyloxy)-5-hydroxy-2-methoxy-6-[(toluene-4-sulfonylamino)-methyl]-tetrahydro-pyran-4-yl ester 
• 366801-69-6 methyl 4-O-crotonyl-2,3-di-O-pivaloyl-6-O-p-toluenesulfonyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Highly diastereoselective 1,4-addition of an organocuprate to methyl α-D-gluco-, α-D-manno-, or α-D-galactopyranosides tethering an α,β-unsaturated ester. Novel asymmetric access to β-C-substituted butanoic acids

The 1,4-addition of magnesium divinylcuprate prepared from vinylmagnesium bromide and cuprous bromide to some 4-O-crotonyl derivatives of methyl α-D-glucopyranoside proceeds with a high level of diastereochemical induction, providing the adduct in good-to

Highly stereoselective 1,4-conjugate addition of organocopper reagents to methyl α-D-glucopyranoside derivatives tethering an unsaturated ester moiety at C-4 or C-6

(formula presented) The 1,4-conjugate additions of a variety of organocopper reagents to some 4-O-crotonyl derivatives of methyl α-D-glucopyranoside proceeded with a high level of diastereochemical induction to provide the adducts carrying a β-substituted

Diastereoselective reduction of chiral N-tosyl 2-benzoyl-1,3-oxazines derived from D-glucose

Stereochemistry of reduction of the diastereomerically pure N-tosyl 2-benzoyl-1,3-oxazines prepared from D-glucose was investigated with various reducing agents. It was found that the stereachemical outcome is consistent with the Cram's chelation model where the ring oxygen atom is involved in chelation, not the tosyl oxygen as in the 5-membered oxazolidines.