A new synthesis of ampicillin and related investigations |
| |
| Authors: | F Kajfe T Kova
M Mihali&#x; B Belin V &#x;unji&#x; |
| |
| Institution: | F. Kajfež,T. Kovač,M. Mihalić,B. Belin,V. Šunjić |
| |
| Abstract: | Quaternization of (S)-α-bromophenylacetic acid amide (8) with hexamethylentetramine (hexamine) preceded with ca. 80% inversion of configuration. Accordingly, starting from the trimethylsilylester of N-(S)-(α-bromo-α-phenylacetyl)-6-aminopenicillanic acid (4) quaternization with hexamine and subsequent hydrolysis afforded N-(R)-α-phenylglycyl-6-aminopenicillanic acid (1, ampicillin). Some other model reactions have been investigated. |
| |
| Keywords: | |
|
|
