Synthesen der Phosphono- bzw. Phosphino-Analoga des Pantothensäure-ethylesters und des Phosphono-Analogons des Pantetheins
✍ Scribed by Richard Neidlein; Peter Greulich
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- German
- Weight
- 451 KB
- Volume
- 75
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Syntheses of Phosphonic‐ and Phosphinic Analogues of Pantothenic Acid Ethyl Ester and of the Phosphonic Analogue of Pantetheine
The replacement of amino acids in peptides by phosphono‐analogous (aminoalkyl)phosphonic acids 1, (2‐aminoethyl)phosphonic acid (2) and substituted derivatives has been an important aspect of peptides research in the last years. In pantothenic acid (3), there is a peptide linkage between (2__R__)‐2,4‐dihydroxy‐3,3‐dimethylbutyric acid and the amino group of β‐alanine, and in pantetheine (4), there is a second peptide linkage between the β‐alanine and cysteamine. The synthesis of phosphono and phosphino analogues of pantothenic acid ethyl ester, where the β‐alanine is replaced by the diethyl ester of (2‐aminoethyl)phosphonic acid and the ethyl ester of (2‐aminoethyl)methylphosphonic acid, respectively, and the syntheses of the phosphono analogue of pantetheine, where the β‐alanine is replaced by (2‐aminoethyl)phosphonic acid, are described.