Synthèse de deux nouveaux acides amines phénoliques comportant un cycle 1,2,4-oxadiazole

✍ Scribed by Claude Moussebois; Joseph F. Heremans; Robert Merenyi; Walthère Rennerts

• Publisher: John Wiley and Sons
• Year: 1977
• Tongue: German
• Weight: 399 KB
• Volume: 60
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19770600128

✦ Synopsis

Synthesis of two phenolic amino acids containing the 1,2,4‐oxadiazole ring

The synthesis of α‐amino‐β [3‐(p‐hydroxyphenyl)‐1,2,4, oxadiazol‐5‐yl]propionic acid (9) and its β‐amino isomer (10) (see scheme 3) is reported. By condensation of p‐benzyloxy‐benzamide oxime and N‐benzyloxycarbonyl asparagine the derivatives 4 and 5 (see scheme 1) are obtained leading after deprotection to 9 and 10. The synthesis of N‐carboxyanhydride of 4 (6) and its corresponding amino acid (7) and amide (8) is also described.