Abstract
New derivatives of 2-aminomethyl-1,3,4-oxadiazole were synthesized in the reactions of N-protected phenylglycine hydrazides and triethyl orthoesters (orthoformate, orthoacetate, orthopropionate, orthobenzoate) in the presence of glacial acetic acid. Studies on the cleavage reactions of the acid-sensitive N-BOC and N-Ac 1,3,4-oxadiazoles are presented. Spectral characteristics of the compounds and attempts to elucidate the racemization phenomenon observed in products are also discussed.
| Original language | English |
|---|---|
| Pages (from-to) | 1200-1206 |
| Number of pages | 7 |
| Journal | Tetrahedron |
| Volume | 65 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - 7 Feb 2009 |
Keywords
- 2-Aminomethyl-1,3,4-oxadiazole
- Enantiomers
- Phenylglycine hydrazides
- Protecting group
- Racemization
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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