Tetrahedron

On the allyl protection of the imidazole ring of histidine

AM Kimbonguila, S Boucida, F Guibé, A Loffet

文献索引：Malanda Kimbonguila; Boucida; Guibe; Loffet Tetrahedron, 1997 , vol. 53, # 37 p. 12525 - 12538

全文：HTML全文

被引用次数: 18

摘要

The regiospecific synthesis of the N (π)-allyl and the N (τ)-allyl derivatives of N (α)-tert- butoxycarbonyl-histidine is described. The DCC-mediated coupling of N (α)-tert- butoxycarbonyl-N (π)-allyl-(L)-histidine with (L)-prolinamide, used as a test reaction to probe the extent of racemization during coupling processes, was found to occur with good (ca. 97%) conservation of enantiomeric purity. Three methods have been devised, all of them ...