1224928-30-6Relevant articles and documents
Diastereoselective synthesis of γ-phthalimido-β-hydroxy esters and n-protected 4-amino-1,3-diols starting from natural α-amino acids
Essersi, Amel,Touati, Ridha,Hassine, Bechir Ben
scheme or table, p. 69 - 72 (2010/08/05)
An efficient diastereoselective synthes.is of γ-phthalimido-β- hydroxy esters and N-protected 4-amino-1,3- diols, starting from natural amino acids is described. The key synthetic strategies involve diastereoselective reduction of γ-phthalimido-β-keto esters with NaBH4 as hydride reducing. The diastereoselective reduction has been found to be highly selective if carried out in methanol at -78°C. Furthermore, the resulting diastereomeric mixture of the reduced products was successfully and cleanly separated by column chromatography.