83997-83-5

Upstream product

• 86496-30-2 (2S,3R,4R,5R)-2,3,4,6-tetrakis(benzyloxy)-5-hydroxyhexanal oxime 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 762-42-5 dimethyl acetylenedicarboxylate 

Downstream Products

• 139172-71-7 (E)-2,3,4,6-tetra-O-benzyl-N-(<(Z)-1',2'-bis(methoxycarbonyl)vinyl>oxy)-D-gluconimido-1,5-lactone 
• 139172-71-7 (E)-2,3,4,6-tetra-O-benzyl-N-(<(E)-1',2'-bis(methoxycarbonyl)vinyl>oxy)-D-gluconimido-1,5-lactone 
• 89064-70-0 2,3,4,6-Tetra-O-benzyl-1-desoxy-1-nitro-D-glucopyranose 

Relevant academic research and scientific papers

Thermal Rearrangement of Alkyl O-Vinylcarbohydroximates to 2-Alkyloxazoles

Alkyl O-vinylcarbohydroximates, lactoxime O-vinyl ethers, and sugar lactoxime O-vinyl ethers undergo a novel thermal rearrangement to afford the corresponding 2-alkyloxazoles, 2-(ω-hydroxyalkyl)oxazoles, and oxazoles bearing a sugar moiety, respectively.This rearrangement can also occur under photochemical conditions.

Oxidation of Aldose Oximes. Formation and Structure of Hydroxydiazene Oxide Acetals and Preparation of Hydroximolactones. X-Ry Crystal Structure of 2,3:5,6-Di-O-isopropylidene-α-D-mannofuranosyl-ONN-azoxy 2,3:5,6-Di-O-isopropylidene-α-D-mannofuranoside

Oxidation of the glucopyranosylamine (1) with peracid gave, in low yield, either the stable 1-deoxy-1-nitrocompound (2) or the dimer (3), depending on the reaction conditions.Oxidation of the oximes (4), (9), (13), and (17) with periodate at low pH gave t