139172-72-8

Upstream product

• 762-42-5 dimethyl acetylenedicarboxylate 
• 83997-83-5 (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone 
• 83997-84-6 2,3,4,6-tetra-O-benzyl-N-hydroxy-D-mannonimido-1,5-lactone 
• 83258-81-5 (3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-one oxime 

Downstream Products

• 139172-74-0 2-((2S,3R,4R)-1,2,3,5-Tetrakis-benzyloxy-4-hydroxy-pentyl)-oxazole-4,5-dicarboxylic acid dimethyl ester 
• 139172-75-1 dimethyl-(1'S,2'S,3'R,4'R)-2-(1',2',3',5'-tetrabenzyloxy-4'-hydroxypentyl)oxazole-4,5-dicarboxylate 
• 139172-74-0 dimethyl-(1'R,2'S,3'R,4'R)-2-(1',2',3',5'-tetrabenzyloxy-4'-hydroxypentyl)oxazole-4,5-dicarboxylate 

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.

Thermal rearrangement of sugar lactoxime O-vinyl ethers

The thermal reaction of sugar lactoxime O-vinyl ethers gave the corresponding 1,3-oxazoles bearing sugar moiety (ribose, glucose, mannose, and maltose) via a novel rearrangement. The reaction mechanism was briefly discussed.