866336-48-3

Upstream product

• 3282-30-2 pivaloyl chloride 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 866336-42-7 (2R,3R,4R,5S,6R)-1,3,4,5-tetra-O-benzyl-oct-7-ene-1,2,3,4,5,6-hexaol 

Downstream Products

• 99695-34-8 (1R,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol 
• 866336-50-7 (1R,2R,3S,4R)-2,3,4-tri-O-benzyl-1-O-pivaloyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol 
• 866336-49-4 (3R,4S,5S,6R)-1,3,4,5-tetra-O-benzyl-6-O-pivaloyl-2-methylene-oct-7-ene-1,3,4,5,6-pentaol 

Relevant academic research and scientific papers

Formal synthesis of valienamine using ring-closing metathesis

(1R,2S,3S,4R)-2,3,4-Tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3, 4-tetrol, a precursor of the α-glucosidase inhibitor, valienamine, was synthesised in eight steps from tetrabenzyl glucose. The key steps were the selective protection of an open-c

Studies on the synthesis of valienamine and 1-epi-valienamine starting from d-glucose or l-sorbose

Two synthetic routes to a carbocyclic precursor to valienamine are reported, starting from either d-glucose or l-sorbose and using ring-closing metathesis as a key step. A low-yielding synthesis of 1-epi-valienamine is reported. Results from an abortive third possible route to valienamine based on an early introduction of nitrogen are discussed.