Synthesis of chiral nonracemic 4-trans-substituted pipecolic acid derivatives†

Add time:08/06/2019    Source:sciencedirect.com

The syntheses and resolutions of enantiomerically enriched 4-phenyl, 4-tert-butyl, and 4-isopropyl pipecolic acids are described. Optically active diastereomers were prepared by diastereomeric salt formation with the chiral base, l-tyrosine hydrazide, to provide Cbz or Boc protected 4-cis-d-pipecolic acid derivatives in >98% ee. Subsequent esterification followed by sodium methoxide catalyzed epimerization provided the isomeric 4-trans-l-pipecolic esters. In addition, an efficient synthesis of 4-phenyl-cis-pipecolic acid is described.

We also recommend Trading Suppliers and Manufacturers of 1,2-Piperidinedicarboxylic acid, 1-methyl ester (cas 134902-40-2). Pls Click Website Link as below: cas 134902-40-2 suppliers

Prev:Formic acid-induced π-cyclization of glycine cation equivalents to substituted pipecolic acid derivatives
Next:Production of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) using agro-industrial effluents with tunable proportion of 3-hydroxyvalerate monomer units)