Synthesis of peptides containing aminophosphonic acids
✍ Scribed by W. Franklin Gilmore; Hilmer A. McBride
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- English
- Weight
- 506 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0022-3549
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## Abstract The novel α‐aminophosphonic acids with hydantoin structure have been synthesized reacting 5,5‐dimetylhydantoin with formaldehyde and phosphorus trichloride, or via Kabachnik–Fields reaction. Their structures were proved by means of IR, ^1^__H__, ^13^C{^1^H}, and ^31^P NMR spectroscopy.
Chain-extension of L-glutamate aldehyde 3 by means of the Wittig-Horner reaction furnished the desired C 7 dicarboxylic acid derivative, which in turn, after C-C double bond hydrogenation and protecting group manipulation, afforded the 2,6-diaminopimelic acid derivatives (S,R)-9 and (S,S)-9, both wi