Solid-Phase Synthesis of Trisubstituted Bicyclic Guanidines via Cyclization of Reduced N-Acylated Dipeptides
โ Scribed by Ostresh, John M.; Schoner, Christa C.; Hamashin, Vince T.; Nefzi, Adel; Meyer, Jean-Philippe; Houghten, Richard A.
- Book ID
- 121360320
- Publisher
- American Chemical Society
- Year
- 1998
- Tongue
- English
- Weight
- 24 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0022-3263
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Polyamines are a rapidly developing area of vital importance to biomedical science. Selective N-alkylation followed by N-terminal acylation and the complete reduction of carbonyl amide bonds enables the preparation by parallel solid phase synthesis of a wide range of N ~,N s, 1,4-tetrasubstituted-1,
A novel, mild method for the synthesis of di-and trisubstituted N-acyl ureas on solid support is described. Addition of carboxylic acids to a resin-bound carbimidoyl chloride gave, initially, an O-acyl isourea which subsequently rearranged to the corresponding N-acyl urea. Trisubstituted N-acyl urea