174591-18-5

Upstream product

• 174504-14-4 (3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one 
• 174504-17-7 (E)-3-((2R,3R,4S,5R)-1-Allyl-3,4,5-tris-benzyloxy-6-oxo-piperidin-2-yl)-acrylic acid methyl ester 
• 174504-16-6 (2S,3R,4S,5R)-1-Allyl-3,4,5-tris-benzyloxy-6-oxo-piperidine-2-carbaldehyde 
• 174504-15-5 (3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-hydroxymethyl-piperidin-2-one 
• 174504-18-8 (6R,7S,8R,8aR)-6,7,8-Tris-benzyloxy-6,7,8,8a-tetrahydro-3H-indolizin-5-one 
• 77174-08-4 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)piperidin-2-one 

Downstream Products

• 129390-68-7 (1S,6R,7S,8R,8aR)-1-hydroxy-6,7,8-tris(benzyloxy)indolizidin-5-one 
• 79831-76-8 (1S,6S,7R,8R,8aR)-2,6,7,8-tetrahydroxy-indolizidine 

Relevant academic research and scientific papers

A formal synthesis of castanospermine using an olefin metathesis cyclisation reaction as a key step

The formal synthesis of castanospermine (1) starting from tetrabenzylgluconolactam (3) is described. Olefin metathesis cyclisation reaction of dialkene 9, derived from 3, leads to indolizidinone 10, which can be used as a key intermediate for the synthesis of castanospermine (1) and its analogues.