83427-81-0Relevant articles and documents
Model studies towards the applicability of the readily available (S)-N-tritylaspartic anhydride in the synthesis of amino acids and peptides
Athanassopoulos,Athanassopoulos, Constantinos,Tzavara,Tzavara, Chryssoula,Papaioannou,Papaioannou, Dionissios,Sindona,Sindona, Giovanni,Maia,Maia, Hernani L. S.
, p. 2679 - 2688 (2007/10/02)
Reactions of N-tritylaspartic acid anhydride, readily available through N,N'-dicyclo-hexylcarbodiimide-mediated dehydration of N-tritylaspartic acid, with Grignard and Wittig reagents, bulky hydrides, and amines or alcohols of the benzhydryl type, lead regioselectively to products from attack at the β-carbonyl function.
Application of N-Tritylmethionine in the Preparation of Heterocycles of Biological and Synthetic Interest
Barlos, Kleomenis,Papaioannou, Dionysios,Voliotis, Stavros
, p. 1127 - 1134 (2007/10/02)
Treatment of the methylsulfonium salts of the corresponding N-tritylmethionine derivatives with sodium hydride or potassium tert-butoxide provides the heterocycles N-trityl-L-homoserine lactone (3), (S)- and (R)-3-(N-tritylamino)tetrahydrofuran (7a, 7b), (S)-1-hydroxy-3-(N-tritylamino)-2-pyrrolidinone (14), (S)-4-(N-tritylamino)-1,2-oxazinan-3-one (15), (S)-3-(N-tritylamino)-2-pyrrolidone (23), (S)-1-tert-butyloxycarbonylamino-3-(N-tritylamino)-2-pyrrolidone (27), and (S)-2-methyl-4-(N-tritylamino)-1,2-oxazinan-3-one (18).Methylation of 14 and 15 yields (S)-1-methoxy-3-(N-tritylamino)-2-pyrrolidone (17) and 18, respectively.The stereochemistry of compounds 3, 7a, and 17 has been determined by X-ray crystal structure analysis.
L-Canaline Derivatives of Interest in Peptide Synthesis
Barlos, Kleomenis,Papaioannou, Dionysios,Sanida, Chariklia
, p. 287 - 291 (2007/10/02)
(S)-4-(tert-Butyloxycarbonylaminooxy)-2-(tritylamino)butyric acid (8) and the p-toluenesulfonate of phenacyl (S)-2-amino-4-(phthalimidooxy)butyrate (10) have been synthesized from N-tritylhomoserine (2) in five and three steps, respectively.