174956-47-9

Upstream product

• 501-53-1 benzyl chloroformate 
• 86826-96-2 benzyl 3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate 
• 1001919-16-9 benzyl N-allyl-N-(2-hydroxy-3-butenyl)carbamate 
• 1001919-20-5 benzyl 3-[(methoxycarbonyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate 
• 108-05-4 vinyl acetate 

Relevant academic research and scientific papers

A new preparation of homochiral N-protected 5-hydroxy-3-piperidenes, promising chiral building blocks, by palladiumCatalyzed deracemization of their alkyl carbonates

The palladium-catalyzed deracemization of N-protected alkyl carbonates of 5-hydroxy-3-piperidenes by use of chiral phosphine ligands is described. A Trost ligand such as (R)-BPA was found to be a suitable chiral ligand for the deracemization, providing N-

Lipase-mediated synthesis of enantiopure N-carbobenzoxy-3-hydroxy- 1,2,3,4-tetrahydro- and N-carbobenzoxy-3-hydroxy-1,2,3,6-tetrahydropyridines from 3-hydroxypyridine

Two isomeric chiral hydroxytetrahydropyridines, having high potential utility for the construction of a variety of chiral amine derivatives, have been prepared in both enantiomeric forms by employing lipase-mediated resolution starting from 3-hydroxypyridine. Thus, on exposure to sodium borohydride in the presence of carbobenzoxy chloride, 3-hydroxypyridine has been found to furnish racemic N-carbobenzoxy-3-hydroxy-1,2,3,4- tetrahydropyridine, which is resolved under trans-esterification conditions in the presence of lipase PS to give both enantiomeric products in enantiopure forms. Isomerization of the chiral 1,2,3,4-tetrahydro-product into the chiral 1,2,3,6-tetrahydro-derivative has been accomplished without loss of the original chiral integrity. The racemic 1,2,3,6-tetrahydro- derivative has also been resolved under the same lipase-mediated trans- esterification conditions.