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Synthesis of phosphonic analogs of enkephalins

1983; Wiley; Volume: 21; Issue: 5 Linguagem: Inglês

10.1111/j.1399-3011.1983.tb02676.x

0367-8377

Lidia Kupczyk‐Subotkowska, Przemysław Mastalerz,

Carbohydrate Chemistry and Synthesis

Eight analogs of enkephalins containing the phosphonic analogs of Gly, Leu, Met, Phe and Pro have been synthesized by standard procedures in solution. The key intermediates in the synthesis were pure diastereomers of dialkyl N ‐L‐phenylalanyl/aminoalkanephosphonates obtained from racemic dialkyl aminoalkanephosphonates by coupling with phenylalanine and resolution of the resulting mixture of L, D and L, L dipeptides by means of column chromatography.