Zukowski E, Eckstein Z
Pol J Pharmacol Pharm. 1976 May-Jun;28(4):379-87.
In order to prepare intermediate for further transformation of penicillins), and to obtain new derivatives with enlarged spectrum of biological activity some semi-synthetic phenoxyalkanepenicillins were subjected to the esterification, amidation and hydroxyamidation reactions. Hydroxyamidation i.e. synthesis of corresponding penicilline-hydroxamic acids was a complex reaction depending on the structure of hydroxylamine used. The two-directional reaction course, with beta-lactam bond splitting, was specific for unsubstituted hydroxylamine only. A number of new penicilline hydroxamic acids and N-methoxypenicilline amides, with intact and cleaved beta-lactam ring were synthesized.
为了制备用于青霉素进一步转化的中间体，并获得具有扩大生物活性谱的新衍生物，一些半合成苯氧烷基青霉素进行了酯化、酰胺化和羟酰胺化反应。羟酰胺化，即相应青霉素异羟肟酸的合成，是一个复杂的反应，取决于所使用的羟胺的结构。仅对于未取代的羟胺，具有β-内酰胺键断裂的双向反应过程是其特有的。合成了许多具有完整和裂解β-内酰胺环的新青霉素异羟肟酸和N-甲氧基青霉素酰胺。
