Synthesis of glycuronamides of amino acids, constituents of microbial polysaccharides and their conversion into neoglycoconjugates of copolymer type
✍ Scribed by Anatoly Y. Chernyak; Gangavaram V. M. Sharma; Leonid O. Kononov; Palakodety Radha Krishna; Alla V. Rama Rao; Nikolay K. Kochetkov
- Publisher
- Springer US
- Year
- 1991
- Tongue
- English
- Weight
- 965 KB
- Volume
- 8
- Category
- Article
- ISSN
- 1573-4986
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## Abstract A synthesis of α,β‐dehydroamino acid derivatives **12** is described, which is of possible general applicability and might be useful for the preparation of peptides which have such a moiety in their sequence. In addition, several didehydrodioxopiperazines (**13–17**) have been prepared.
The nucleophilic ring opening of gem-dicyanoepoxides by LiBr or Li 2 NiBr 4 , in the presence of hydroxylamine derivatives leads to new α-halo hydroxamic acids. These compounds has been used in the synthesis of αfunctionalized hydroxamic acids, α-hydroxy and α-amino acids in good yields.
Acylamino carboxylic acids were degradated by the Hunsdiecker-reaction; the bromo-derivatives were reacted with NaPO(OQH5)z. Aminophosphonic acids were obtained by acidic hydrolysis, and half-blocked derivatives by the selective removal of masking substituents. Two phosphonopeptides [e.g. Alafosfali