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Synthesis of Enantiomerically Pure 2-Isoxacephems

✍ Scribed by Zsuzsanna Sánta; József Nagy; László Párkányi; József Nyitrai

Book ID
106213358
Publisher
Springer Vienna
Year
2004
Tongue
English
Weight
237 KB
Volume
135
Category
Article
ISSN
0026-9247

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## Abstract L‐Tryptophan methyl ester reacts with acetaldehyde in a Pictet‐Spengler condensation to give a 2.5:1 mixture of the stereoisomers (1__S__,3__S__)‐2 and (1__R__,3__S__)‐2. These were converted by ammonolysis into the corresponding amides (1__S__,3__S__)‐3 or (1__R__,3__S__)‐3. On methyla